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'''Mustard gas''' or '''sulfur mustard''' are names commonly used for the [[organosulfur compound|organosulfur]] [[chemical compound]] [[bis(2-chloroethyl) sulfide]], which has the chemical structure S(CH<sub>2</sub>CH<sub>2</sub>Cl)<sub>2</sub>, as well as other [[Chemical species|species]]. In the wider sense, compounds with the substituents {{chem2|\sSCH2CH2X or \sN(CH2CH2X)2}} are known as ''sulfur mustards'' or ''[[nitrogen mustards]]'', respectively, where X = Cl or Br. Such compounds are potent [[alkylating agent]]s, making mustard gas acutely and severely toxic.<ref name="pubchem">{{cite web |title=Mustard gas |url=https://pubchem.ncbi.nlm.nih.gov/compound/10461 |publisher=PubChem, US National Library of Medicine |access-date=4 October 2024 |date=28 September 2024}}</ref> Mustard gas is a [[carcinogen]].<ref name=pubchem/> There is no preventative agent against mustard gas, with protection depending entirely on skin and airways protection, and no [[antidote]] exists for mustard poisoning.<ref name=who/>
'''Mustard gas''' or '''sulfur mustard''' are names commonly used for the [[organosulfur compound|organosulfur]] [[chemical compound]] [[bis(2-chloroethyl) sulfide]], which has the chemical structure S(CH<sub>2</sub>CH<sub>2</sub>Cl)<sub>2</sub>, as well as other [[Chemical species|species]]. In the wider sense, compounds with the substituents {{chem2|\sSCH2CH2X or \sN(CH2CH2X)2}} are known as ''sulfur mustards'' or ''[[nitrogen mustards]]'', respectively, where X = Cl or Br. Such compounds are potent [[alkylating agent]]s, making mustard gas acutely and severely toxic.<ref name="pubchem">{{cite web |title=Mustard gas |url=https://pubchem.ncbi.nlm.nih.gov/compound/10461 |publisher=PubChem, US National Library of Medicine |access-date=4 October 2024 |date=28 September 2024}}</ref> Mustard gas is a [[carcinogen]].<ref name=pubchem/> There is no preventive agent against mustard gas, with protection depending entirely on skin and airways protection, and no [[antidote]] exists for mustard poisoning.<ref name=who/>


Also known as mustard agents, this family of compounds comprises infamous [[cytotoxicity|cytotoxins]] and [[blister agent]]s with a long history of use as [[chemical weapons]].<ref name="who">{{cite web |title=Mustard gas fact sheet |url=https://www.emro.who.int/ceha/information-resources/mustard-gas-fact-sheet.html |publisher=World Health Organization, Eastern Mediterranean Region, Regional Centre for Environmental Health Action |access-date=4 October 2024 |date=2024}}</ref> The name ''mustard gas'' is technically incorrect; the substances, when [[Dispersion (chemistry)|dispersed]], are often not gases but a fine mist of liquid droplets that can be readily absorbed through the skin and by inhalation.<ref name=pubchem/> The skin can be affected by contact with either the liquid or vapor. The rate of penetration into skin is proportional to dose, temperature and humidity.<ref name=pubchem/>  
Also known as mustard agents, this family of compounds comprises infamous [[cytotoxicity|cytotoxins]] and [[blister agent]]s with a long history of use as [[chemical weapons]].<ref name="who">{{cite web |title=Mustard gas fact sheet |url=https://www.emro.who.int/ceha/information-resources/mustard-gas-fact-sheet.html |publisher=World Health Organization, Eastern Mediterranean Region, Regional Centre for Environmental Health Action |access-date=4 October 2024 |date=2024}}</ref> The name ''mustard gas'' is technically incorrect; the substances, when [[Dispersion (chemistry)|dispersed]], are often not gases but a fine mist of liquid droplets that can be readily absorbed through the skin and by inhalation.<ref name=pubchem/> The skin can be affected by contact with either the liquid or vapor. The rate of penetration into skin is proportional to dose, temperature and humidity.<ref name=pubchem/>  


Sulfur mustards are viscous liquids at room temperature and have an odor resembling [[mustard plant]]s, [[garlic]], or [[horseradish]], hence the name.<ref name=pubchem/><ref name=who/> When pure, they are colorless, but when used in impure forms, such as in warfare, they are usually [[tawny (color)|yellow-brown]]. Mustard gases form [[blister]]s on exposed skin and in the lungs, often resulting in prolonged illness ending in death.<ref name=who/>
Sulfur mustards are viscous liquids at room temperature and have an odor resembling [[mustard plant]]s, [[garlic]], or [[horseradish]], hence the name.<ref name=pubchem/><ref name=who/> When pure, they are colorless, but when used in impure forms, such as in warfare, they are usually [[tawny (color)|yellow-brown]]. Mustard gases form [[blister]]s on exposed skin and in the lungs, often resulting in prolonged illness ending in death.<ref name=who/>
==Etymology==
The name of mustard gas derived from its yellow color, [[odor|smell]] of mustard, and burning sensation on eyes.<ref name="oed">{{cite web |title=Mustard gas |url=https://www.etymonline.com/search?q=mustard%20gas |publisher=Online Etymology Dictionary |access-date=3 July 2025 |date=2025}}</ref> The term was first used in 1917 during [[World War I]] when Germans used the poison in combat.<ref name=oed/>


==History as chemical weapons==
==History as chemical weapons==
Sulfur mustard is a type of chemical warfare agent.<ref>{{Cite web |title=What is a Chemical Weapon? |url=https://www.opcw.org/our-work/what-chemical-weapon |access-date=2023-09-15 |website=OPCW |language=en}}</ref> As a chemical weapon, mustard gas was first used in [[World War I]], and has been used in several armed conflicts since then, including the [[Iran–Iraq War]], resulting in more than 100,000 casualties.<ref>{{Cite journal|last1=Salouti|first1=Ramin|last2=Ghazavi|first2=Roghayeh|last3=Rajabi|first3=Sattar|last4=Zare|first4=Mohammad|last5=Talebnejad|first5=Mohammadreza|last6=Abtahi|first6=Mohammad Bagher|last7=Parvizi|first7=Maryam|last8=Madani|first8=Sedigheh|last9=Asadi-Amoli|first9=Fahimeh|last10=Mirsharif|first10=Ensieh-Sadat|last11=Gharebaghi|first11=Reza|date=2020|title=Sulfur Mustard and Immunology; Trends of 20 Years Research in the Web of Science Core Collection: A Scientometric Review|journal=Iranian Journal of Public Health|volume=49|issue=7|pages=1202–1210|doi=10.18502/ijph.v49i7.3573|issn=2251-6085|pmc=7548481|pmid=33083286}}</ref><ref>{{Cite journal|last1=Watson|first1=A. P.|last2=Griffin|first2=G. D.|date=1992|title=Toxicity of vesicant agents scheduled for destruction by the Chemical Stockpile Disposal Program|journal=Environmental Health Perspectives|volume=98|pages=259–280|doi=10.1289/ehp.9298259|issn=0091-6765|pmc=1519623|pmid=1486858|bibcode=1992EnvHP..98..259W }}</ref> Sulfur-based and [[nitrogen mustard|nitrogen-based]] mustard agents are regulated under [[List of Schedule 1 substances (CWC)|Schedule 1]] of the 1993 [[Chemical Weapons Convention]], as substances with few uses other than in [[chemical warfare]].<ref name=who/><ref>{{cite journal |last1=Smith |first1=Susan L. |title=War! What is it good for? Mustard gas medicine |journal=CMAJ |date=27 February 2017 |volume=189 |issue=8 |pages=E321–E322 |doi=10.1503/cmaj.161032 |pmid=28246228 |pmc=5325736 }}</ref> Mustard agents can be deployed by means of [[artillery shell]]s, [[aerial bomb]]s, [[rocket]]s, or by spraying from aircraft.
Sulfur mustard is a type of chemical warfare agent.<ref>{{Cite web |title=What is a Chemical Weapon? |url=https://www.opcw.org/our-work/what-chemical-weapon |access-date=2023-09-15 |website=OPCW |language=en}}</ref> As a chemical weapon, mustard gas has been used in several armed conflicts since World War I, including the [[Iran–Iraq War]], resulting in more than 100,000 casualties.<ref>{{Cite journal|last1=Salouti|first1=Ramin|last2=Ghazavi|first2=Roghayeh|last3=Rajabi|first3=Sattar|last4=Zare|first4=Mohammad|last5=Talebnejad|first5=Mohammadreza|last6=Abtahi|first6=Mohammad Bagher|last7=Parvizi|first7=Maryam|last8=Madani|first8=Sedigheh|last9=Asadi-Amoli|first9=Fahimeh|last10=Mirsharif|first10=Ensieh-Sadat|last11=Gharebaghi|first11=Reza|date=2020|title=Sulfur Mustard and Immunology; Trends of 20 Years Research in the Web of Science Core Collection: A Scientometric Review|journal=Iranian Journal of Public Health|volume=49|issue=7|pages=1202–1210|doi=10.18502/ijph.v49i7.3573|issn=2251-6085|pmc=7548481|pmid=33083286}}</ref><ref>{{Cite journal|last1=Watson|first1=A. P.|last2=Griffin|first2=G. D.|date=1992|title=Toxicity of vesicant agents scheduled for destruction by the Chemical Stockpile Disposal Program|journal=Environmental Health Perspectives|volume=98|pages=259–280|doi=10.1289/ehp.9298259|issn=0091-6765|pmc=1519623|pmid=1486858|bibcode=1992EnvHP..98..259W }}</ref> Sulfur-based and [[nitrogen mustard|nitrogen-based]] mustard agents are regulated under [[List of Schedule 1 substances (CWC)|Schedule 1]] of the 1993 [[Chemical Weapons Convention]], as substances with few uses other than in [[chemical warfare]].<ref name=who/><ref>{{cite journal |last1=Smith |first1=Susan L. |title=War! What is it good for? Mustard gas medicine |journal=CMAJ |date=27 February 2017 |volume=189 |issue=8 |pages=E321–E322 |doi=10.1503/cmaj.161032 |pmid=28246228 |pmc=5325736 }}</ref> Mustard agents can be deployed by means of [[artillery shell]]s, [[aerial bomb]]s, [[rocket]]s, or by spraying from aircraft.


==Adverse health effects==
==Adverse health effects==
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Mustard gases have powerful [[vesicant|blistering]] effects on victims. They are also [[carcinogen]]ic and [[mutagen]]ic [[alkylating agents]].<ref name=pubchem/> Their high [[lipophilic]]ity accelerates their absorption into the body.<ref name="opcw.org" /> Because mustard agents often do not elicit immediate symptoms, contaminated areas may appear normal.<ref name=who/> Within 24 hours of exposure, victims experience intense [[itch]]ing and skin irritation. If this irritation goes untreated, blisters filled with [[pus]] can form wherever the agent contacted the skin.<ref name=who/> As [[chemical burn]]s, these are severely debilitating.<ref name=pubchem/> Mustard gas can have the effect of turning a patient's skin different colors due to melanogenesis.<ref name=":0" /><ref name=who/>  
Mustard gases have powerful [[vesicant|blistering]] effects on victims. They are also [[carcinogen]]ic and [[mutagen]]ic [[alkylating agents]].<ref name=pubchem/> Their high [[lipophilic]]ity accelerates their absorption into the body.<ref name="opcw.org" /> Because mustard agents often do not elicit immediate symptoms, contaminated areas may appear normal.<ref name=who/> Within 24 hours of exposure, victims experience intense [[itch]]ing and skin irritation. If this irritation goes untreated, blisters filled with [[pus]] can form wherever the agent contacted the skin.<ref name=who/> As [[chemical burn]]s, these are severely debilitating.<ref name=pubchem/> Mustard gas can have the effect of turning a patient's skin different colors due to melanogenesis.<ref name=":0" /><ref name=who/>  


If the victim's eyes were exposed, then they become sore, starting with [[conjunctivitis]] (also known as pink eye), after which the eyelids swell, resulting in temporary blindness. Extreme ocular exposure to mustard gas vapors may result in [[corneal ulcer]]ation, anterior chamber scarring, and [[neovascularization]].<ref>{{Cite journal|last1=Ghasemi|first1=Hassan|last2=Javadi|first2=Mohammad Ali|last3=Ardestani|first3=Sussan K.|last4=Mahmoudi|first4=Mahmoud|last5=Pourfarzam|first5=Shahryar|last6=Mahdavi|first6=Mohammad Reza Vaez|last7=Yarmohammadi|first7=Mohammad Ebrahim|last8=Baradaran-Rafii|first8=Alireza|last9=Jadidi|first9=Khosro|last10=Shariatpanahi|first10=Shamsa|last11=Rastin|first11=Maryam|date=2020|title=Alteration in inflammatory mediators in seriously eye-injured war veterans, long-term after sulfur mustard exposure|url=https://pubmed.ncbi.nlm.nih.gov/31685435|journal=International Immunopharmacology|volume=80|pages=105897|doi=10.1016/j.intimp.2019.105897|issn=1878-1705|pmid=31685435|s2cid=207899509}}</ref><ref>{{Cite journal|last1=Ghazanfari|first1=Tooba|last2=Ghasemi|first2=Hassan|last3=Yaraee|first3=Roya|last4=Mahmoudi|first4=Mahmoud|last5=Javadi|first5=Mohammad Ali|last6=Soroush|first6=Mohammad Reza|last7=Faghihzadeh|first7=Soghrat|last8=Majd|first8=Ali Mohammad Mohseni|last9=Shakeri|first9=Raheleh|last10=Babaei|first10=Mahmoud|last11=Heidary|first11=Fatemeh|date=2019|title=Tear and serum interleukin-8 and serum CX3CL1, CCL2 and CCL5 in sulfur mustard eye-exposed patients|url=https://pubmed.ncbi.nlm.nih.gov/31669888|journal=International Immunopharmacology|volume=77|pages=105844|doi=10.1016/j.intimp.2019.105844|issn=1878-1705|pmid=31669888|s2cid=204967476}}</ref><ref>{{Cite journal|last1=Heidary|first1=Fatemeh|last2=Gharebaghi|first2=Reza|last3=Ghasemi|first3=Hassan|last4=Mahdavi|first4=Mohammad Reza Vaez|last5=Ghaffarpour|first5=Sara|last6=Naghizadeh|first6=Mohammad Mehdi|last7=Ghazanfari|first7=Tooba|date=2019|title=Angiogenesis modulatory factors in subjects with chronic ocular complications of Sulfur Mustard exposure: A case-control study|url=https://pubmed.ncbi.nlm.nih.gov/31629219|journal=International Immunopharmacology|volume=76|pages=105843|doi=10.1016/j.intimp.2019.105843|issn=1878-1705|pmid=31629219|s2cid=204799405}}</ref><ref>{{Cite journal|last1=Heidary|first1=Fatemeh|last2=Ardestani|first2=Sussan K.|last3=Ghasemi|first3=Hassan|last4=Javadi|first4=Mohammad Ali|last5=Mahmoudi|first5=Mahmoud|last6=Yaraee|first6=Roya|last7=Shams|first7=Jalaledin|last8=Falahi|first8=Faramarz|last9=Sedighi Moghadam|first9=Mohamad Reza|last10=Shariatpanahi|first10=Shamsa|last11=Shakeri|first11=Raheleh|date=2019|title=Alteration in serum levels of ICAM-1 and P-, E- and L-selectins in seriously eye-injured long-term following sulfur-mustard exposure|url=https://pubmed.ncbi.nlm.nih.gov/31480003|journal=International Immunopharmacology|volume=76|pages=105820|doi=10.1016/j.intimp.2019.105820|issn=1878-1705|pmid=31480003|s2cid=201831881}}</ref> In these severe and infrequent cases, [[corneal transplantation]] has been used as a treatment.<ref>{{cite journal |title=Ocular injuries caused by mustard gas: diagnosis, treatment, and medical defense|journal= Military Medicine|volume=166|issue=1|pages=67–70|pmid=11197102|year=2001|last1=Safarinejad|first1=M. R.|last2=Moosavi|first2=S. A.|last3=Montazeri|first3=B|doi=10.1093/milmed/166.1.67|doi-access=free}}</ref> [[Miosis]], when the pupil constricts more than usual, may also occur, which may be the result of the cholinomimetic activity of mustard.<ref>[http://www.brooksidepress.org/Products/OperationalMedicine/DATA/operationalmed/Manuals/RedHandbook/004Vesicants.htm Vesicants]. brooksidepress.org</ref> If inhaled in high concentrations, mustard agents cause bleeding and blistering within the [[respiratory system]], damaging [[mucous membrane]]s and causing [[pulmonary edema]].<ref name=who/> Depending on the level of contamination, mustard agent burns can vary between [[first degree burn|first]] and [[second degree burn]]s. They can also be as severe, disfiguring, and dangerous as [[third degree burn]]s. Some 80% of sulfur mustard in contact with the skin evaporates, while 10% stays in the skin and 10% is absorbed and circulated in the blood.<ref name=pubchem/>
If the victim's eyes were exposed, then they become sore, starting with [[conjunctivitis]] (also known as pink eye), after which the eyelids swell, resulting in temporary blindness. Extreme ocular exposure to mustard gas vapors may result in [[corneal ulcer]]ation, anterior chamber scarring, and [[neovascularization]].<ref>{{Cite journal|last1=Ghasemi|first1=Hassan|last2=Javadi|first2=Mohammad Ali|last3=Ardestani|first3=Sussan K.|last4=Mahmoudi|first4=Mahmoud|last5=Pourfarzam|first5=Shahryar|last6=Mahdavi|first6=Mohammad Reza Vaez|last7=Yarmohammadi|first7=Mohammad Ebrahim|last8=Baradaran-Rafii|first8=Alireza|last9=Jadidi|first9=Khosro|last10=Shariatpanahi|first10=Shamsa|last11=Rastin|first11=Maryam|date=2020|title=Alteration in inflammatory mediators in seriously eye-injured war veterans, long-term after sulfur mustard exposure|journal=International Immunopharmacology|volume=80|article-number=105897|doi=10.1016/j.intimp.2019.105897|issn=1878-1705|pmid=31685435|s2cid=207899509}}</ref><ref>{{Cite journal|last1=Ghazanfari|first1=Tooba|last2=Ghasemi|first2=Hassan|last3=Yaraee|first3=Roya|last4=Mahmoudi|first4=Mahmoud|last5=Javadi|first5=Mohammad Ali|last6=Soroush|first6=Mohammad Reza|last7=Faghihzadeh|first7=Soghrat|last8=Majd|first8=Ali Mohammad Mohseni|last9=Shakeri|first9=Raheleh|last10=Babaei|first10=Mahmoud|last11=Heidary|first11=Fatemeh|date=2019|title=Tear and serum interleukin-8 and serum CX3CL1, CCL2 and CCL5 in sulfur mustard eye-exposed patients|journal=International Immunopharmacology|volume=77|article-number=105844|doi=10.1016/j.intimp.2019.105844|issn=1878-1705|pmid=31669888|s2cid=204967476}}</ref><ref>{{Cite journal|last1=Heidary|first1=Fatemeh|last2=Gharebaghi|first2=Reza|last3=Ghasemi|first3=Hassan|last4=Mahdavi|first4=Mohammad Reza Vaez|last5=Ghaffarpour|first5=Sara|last6=Naghizadeh|first6=Mohammad Mehdi|last7=Ghazanfari|first7=Tooba|date=2019|title=Angiogenesis modulatory factors in subjects with chronic ocular complications of Sulfur Mustard exposure: A case-control study|journal=International Immunopharmacology|volume=76|article-number=105843|doi=10.1016/j.intimp.2019.105843|issn=1878-1705|pmid=31629219|s2cid=204799405}}</ref><ref>{{Cite journal|last1=Heidary|first1=Fatemeh|last2=Ardestani|first2=Sussan K.|last3=Ghasemi|first3=Hassan|last4=Javadi|first4=Mohammad Ali|last5=Mahmoudi|first5=Mahmoud|last6=Yaraee|first6=Roya|last7=Shams|first7=Jalaledin|last8=Falahi|first8=Faramarz|last9=Sedighi Moghadam|first9=Mohamad Reza|last10=Shariatpanahi|first10=Shamsa|last11=Shakeri|first11=Raheleh|date=2019|title=Alteration in serum levels of ICAM-1 and P-, E- and L-selectins in seriously eye-injured long-term following sulfur-mustard exposure|journal=International Immunopharmacology|volume=76|article-number=105820|doi=10.1016/j.intimp.2019.105820|issn=1878-1705|pmid=31480003|s2cid=201831881}}</ref> In these severe and infrequent cases, [[corneal transplantation]] has been used as a treatment.<ref>{{cite journal |title=Ocular injuries caused by mustard gas: diagnosis, treatment, and medical defense|journal= Military Medicine|volume=166|issue=1|pages=67–70|pmid=11197102|year=2001|last1=Safarinejad|first1=M. R.|last2=Moosavi|first2=S. A.|last3=Montazeri|first3=B|doi=10.1093/milmed/166.1.67|doi-access=free}}</ref> If inhaled in high concentrations, mustard agents cause bleeding and blistering within the [[respiratory system]], damaging [[mucous membrane]]s and causing [[pulmonary edema]].<ref name=who/> Depending on the level of contamination, mustard agent burns can vary between [[first degree burn|first]] and [[second degree burn]]s. They can also be as severe, disfiguring, and dangerous as [[third degree burn]]s. Some 80% of sulfur mustard in contact with the skin evaporates, while 10% stays in the skin and 10% is absorbed and circulated in the blood.<ref name=pubchem/>


The carcinogenic and mutagenic effects of exposure to mustard gas increase the risk of developing [[cancer]] later in life.<ref name=pubchem/> In a study of patients 25 years after wartime exposure to chemical weaponry, c-DNA microarray profiling indicated that 122 genes were significantly mutated in the lungs and airways of mustard gas victims. Those genes all correspond to functions commonly affected by mustard gas exposure, including [[apoptosis]], inflammation, and stress responses.<ref>{{cite journal |doi=10.3109/10799893.2014.896379 |pmid=24823320 |url= https://www.researchgate.net/publication/262303374 |title=Microarray gene expression analysis of the human airway in patients exposed to sulfur mustard|journal= Journal of Receptors and Signal Transduction|volume=34|issue=4|pages=283–9|year=2014|last1=Najafi|first1=Ali|last2=Masoudi-Nejad|first2=Ali|last3=Imani Fooladi|first3=Abbas Ali|last4=Ghanei|first4=Mostafa|last5=Nourani|first5=Mohamad Reza|s2cid=41665583 }}</ref> The long-term ocular complications include burning, tearing, itching, [[photophobia]], [[presbyopia]], pain, and foreign-body sensations.<ref name=who/><ref>{{Cite journal|last1=Ghasemi|first1=Hassan|last2=Javadi|first2=Mohammad Ali|last3=Ardestani|first3=Sussan K.|last4=Mahmoudi|first4=Mahmoud|last5=Pourfarzam|first5=Shahryar|last6=Mahdavi|first6=Mohammad Reza Vaez|last7=Yarmohammadi|first7=Mohammad Ebrahim|last8=Baradaran-Rafii|first8=Alireza|last9=Jadidi|first9=Khosro|last10=Shariatpanahi|first10=Shamsa|last11=Rastin|first11=Maryam|date=2020|title=Alteration in inflammatory mediators in seriously eye-injured war veterans, long-term after sulfur mustard exposure|url=https://linkinghub.elsevier.com/retrieve/pii/S1567576919311853|journal=International Immunopharmacology|language=en|volume=80|pages=105897|doi=10.1016/j.intimp.2019.105897|pmid=31685435|s2cid=207899509|url-access=subscription}}</ref><ref>{{Cite journal|last=Geraci|first=Matthew J.|date=2008|title=Mustard gas: imminent danger or eminent threat?|journal=The Annals of Pharmacotherapy|volume=42|issue=2|pages=237–246|doi=10.1345/aph.1K445|issn=1542-6270|pmid=18212254|s2cid=207263000}}</ref>
The carcinogenic and mutagenic effects of exposure to mustard gas increase the risk of developing [[cancer]] later in life.<ref name=pubchem/> In a study of patients 25 years after wartime exposure to chemical weaponry, c-DNA microarray profiling indicated that 122 genes were significantly mutated in the lungs and airways of mustard gas victims. Those genes all correspond to functions commonly affected by mustard gas exposure, including [[apoptosis]], inflammation, and stress responses.<ref>{{cite journal |doi=10.3109/10799893.2014.896379 |pmid=24823320 |url= https://www.researchgate.net/publication/262303374 |title=Microarray gene expression analysis of the human airway in patients exposed to sulfur mustard|journal= Journal of Receptors and Signal Transduction|volume=34|issue=4|pages=283–9|year=2014|last1=Najafi|first1=Ali|last2=Masoudi-Nejad|first2=Ali|last3=Imani Fooladi|first3=Abbas Ali|last4=Ghanei|first4=Mostafa|last5=Nourani|first5=Mohamad Reza|s2cid=41665583 }}</ref> The long-term ocular complications include burning, tearing, itching, [[photophobia]], [[presbyopia]], pain, and foreign-body sensations.<ref name=who/><ref>{{Cite journal|last1=Ghasemi|first1=Hassan|last2=Javadi|first2=Mohammad Ali|last3=Ardestani|first3=Sussan K.|last4=Mahmoudi|first4=Mahmoud|last5=Pourfarzam|first5=Shahryar|last6=Mahdavi|first6=Mohammad Reza Vaez|last7=Yarmohammadi|first7=Mohammad Ebrahim|last8=Baradaran-Rafii|first8=Alireza|last9=Jadidi|first9=Khosro|last10=Shariatpanahi|first10=Shamsa|last11=Rastin|first11=Maryam|date=2020|title=Alteration in inflammatory mediators in seriously eye-injured war veterans, long-term after sulfur mustard exposure|url=https://linkinghub.elsevier.com/retrieve/pii/S1567576919311853|journal=International Immunopharmacology|language=en|volume=80|article-number=105897|doi=10.1016/j.intimp.2019.105897|pmid=31685435|s2cid=207899509|url-access=subscription}}</ref><ref>{{Cite journal|last=Geraci|first=Matthew J.|date=2008|title=Mustard gas: imminent danger or eminent threat?|journal=The Annals of Pharmacotherapy|volume=42|issue=2|pages=237–246|doi=10.1345/aph.1K445|issn=1542-6270|pmid=18212254|s2cid=207263000}}</ref>
[[File:blister-arm.jpg|right|thumb|Typical appearance of [[Bulla (dermatology)|bullae]] on an arm caused by vesicant burns]]
[[File:blister-arm.jpg|right|thumb|Typical appearance of [[Bulla (dermatology)|bullae]] on an arm caused by vesicant burns]] Symptoms of exposure have been extensively documented.<ref>{{cite web |last1=Agency for Toxic Substances and Disease Registry |title=3. HEALTH EFFECTS |url=https://www.atsdr.cdc.gov/ToxProfiles/tp49-c3.pdf |access-date=18 Nov 2025}}</ref>


===Medical management===
===Medical management===
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===Mechanism of cellular toxicity===
===Mechanism of cellular toxicity===
[[File:Mustard-dna.svg|thumb|upright=1.8|Mustard gas alkylating an amino group via conversion to a sulfonium ion (2-chloroethylthiiranium)]]
[[File:Mustard-dna.svg|thumb|upright=1.8|Mustard gas alkylating an amino group via conversion to a sulfonium ion (2-chloroethylthiiranium)]]
Sulfur mustards readily eliminate [[chloride]] ions by intramolecular [[nucleophilic substitution]] to form cyclic [[sulfonium]] ions. These very reactive intermediates tend to permanently [[alkylation|alkylate]] [[nucleotide]]s in [[DNA]] strands, which can prevent cellular division, leading to [[apoptosis|programmed cell death]].<ref name="opcw.org">[http://www.opcw.org/about-chemical-weapons/types-of-chemical-agent/mustard-agents/ Mustard agents: description, physical and chemical properties, mechanism of action, symptoms, antidotes and methods of treatment]. Organisation for the Prohibition of Chemical Weapons. Accessed June 8, 2010.</ref> Alternatively, if cell death is not immediate, the damaged DNA can lead to the development of cancer.<ref name="opcw.org" /> [[Oxidative stress]] is another pathology involved in mustard gas toxicity.<ref>{{Cite journal |last=Ghabili |first=Kamyar |last2=Agutter |first2=Paul S. |last3=Ghanei |first3=Mostafa |last4=Ansarin |first4=Khalil |last5=Shoja |first5=Mohammadali M. |date=October 2010 |title=Mustard gas toxicity: the acute and chronic pathological effects |url=https://analyticalsciencejournals.onlinelibrary.wiley.com/doi/10.1002/jat.1581 |journal=Journal of Applied Toxicology |language=en |volume=30 |issue=7 |pages=627–643 |doi=10.1002/jat.1581 |issn=0260-437X|url-access=subscription }}</ref>
Sulfur mustards readily eliminate [[chloride]] ions by intramolecular [[nucleophilic substitution]] to form cyclic [[sulfonium]] ions. These very reactive intermediates tend to permanently [[alkylation|alkylate]] [[nucleotide]]s in [[DNA]] strands, which can prevent cellular division, leading to [[apoptosis|programmed cell death]].<ref name="opcw.org">[http://www.opcw.org/about-chemical-weapons/types-of-chemical-agent/mustard-agents/ Mustard agents: description, physical and chemical properties, mechanism of action, symptoms, antidotes and methods of treatment]. Organisation for the Prohibition of Chemical Weapons. Accessed June 8, 2010.</ref> Alternatively, if cell death is not immediate, the damaged DNA can lead to the development of cancer.<ref name="opcw.org" /> [[Oxidative stress]] is another pathology involved in mustard gas toxicity.<ref>{{Cite journal |last1=Ghabili |first1=Kamyar |last2=Agutter |first2=Paul S. |last3=Ghanei |first3=Mostafa |last4=Ansarin |first4=Khalil |last5=Shoja |first5=Mohammadali M. |date=October 2010 |title=Mustard gas toxicity: the acute and chronic pathological effects |url=https://analyticalsciencejournals.onlinelibrary.wiley.com/doi/10.1002/jat.1581 |journal=Journal of Applied Toxicology |language=en |volume=30 |issue=7 |pages=627–643 |doi=10.1002/jat.1581 |pmid=20836142 |issn=0260-437X|url-access=subscription }}</ref>


Various compounds with the structural subgroup BC<sub>2</sub>H<sub>4</sub>X, where X is any [[leaving group]] and B is a [[Lewis base]], have a common name of mustard. Such compounds can form cyclic [[onium ion|"onium" ions]] (sulfonium, [[ammonium]], etc.) that are good [[alkylating agent]]s. These compoudsn include bis(2-haloethyl)ethers ([[Bis(chloroethyl) ether|oxygen mustards]]), the (2-haloethyl)amines ([[nitrogen mustard]]s), and [[sesquimustard]], which has two α-chloroethyl thioether groups (ClC<sub>2</sub>H<sub>4</sub>S−) connected by an ethylene bridge (−C<sub>2</sub>H<sub>4</sub>−). These compounds have a similar ability to alkylate DNA, but their physical properties vary.
Various compounds with the structural subgroup BC<sub>2</sub>H<sub>4</sub>X, where X is any [[leaving group]] and B is a [[Lewis base]], have a common name of mustard. Such compounds can form cyclic [[onium ion|"onium" ions]] (sulfonium, [[ammonium]], etc.) that are good [[alkylating agent]]s. These compounds include bis(2-haloethyl)ethers ([[Bis(chloroethyl) ether|oxygen mustards]]), the (2-haloethyl)amines ([[nitrogen mustard]]s), and [[sesquimustard]], which has two α-chloroethyl thioether groups (ClC<sub>2</sub>H<sub>4</sub>S−) connected by an ethylene bridge (−C<sub>2</sub>H<sub>4</sub>−). These compounds have a similar ability to alkylate DNA, but their physical properties vary.


==Formulations==
==Formulations==
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* '''HT'''&nbsp;– Codenamed '''Runcol''' by the British, and '''Mustard T- mixture''' by the US.<ref name="FM 3-8" /> A mixture of 60% HD mustard and 40% [[O-mustard]], a related vesicant with lower [[freezing point]], lower [[Volatility (chemistry)|volatility]] and similar vesicant characteristics.
* '''HT'''&nbsp;– Codenamed '''Runcol''' by the British, and '''Mustard T- mixture''' by the US.<ref name="FM 3-8" /> A mixture of 60% HD mustard and 40% [[O-mustard]], a related vesicant with lower [[freezing point]], lower [[Volatility (chemistry)|volatility]] and similar vesicant characteristics.
* '''HL'''&nbsp;– A blend of distilled mustard (HD) and [[lewisite]] (L), originally intended for use in winter conditions due to its lower freezing point compared to the pure substances. The lewisite component of HL was used as a form of [[antifreeze]].<ref>[https://www.cdc.gov/niosh/ershdb/EmergencyResponseCard_29750007.html The Emergency Response Safety and Health Database: Mustard-Lewisite Mixture (HL)]. National Institute for Occupational Safety and Health. Accessed March 19, 2009.</ref>
* '''HL'''&nbsp;– A blend of distilled mustard (HD) and [[lewisite]] (L), originally intended for use in winter conditions due to its lower freezing point compared to the pure substances. The lewisite component of HL was used as a form of [[antifreeze]].<ref>[https://www.cdc.gov/niosh/ershdb/EmergencyResponseCard_29750007.html The Emergency Response Safety and Health Database: Mustard-Lewisite Mixture (HL)]. National Institute for Occupational Safety and Health. Accessed March 19, 2009.</ref>
* '''HQ'''&nbsp;– A blend of distilled mustard (HD) and sesquimustard (Q) (Gates and Moore 1946).
* '''HQ'''&nbsp;– A blend of distilled mustard (HD) and sesquimustard (Q).<ref>{{Cite book |last1=Gates |first1=Marshall |title=Chemical warfare agents, and related chemical problems |last2=Moore |first2=Stanford |publisher=Washington, D.C. : Office of Scientific Research and Development, National Defense Research Committee, Division 9 |year=1946 |language=en |chapter=Mustard Gas and Other Sulfur Mustards}}</ref>
* '''[[Yellow Cross (chemical warfare)|Yellow Cross]]'''&nbsp;– any of several blends containing sulfur mustard.<ref>{{Cite journal |last=Frescoln |first=Leonard D. |date=1918-12-07 |title=MUSTARD (YELLOW CROSS) BURNS |url=http://jama.jamanetwork.com/article.aspx?doi=10.1001/jama.1918.26020490013010b |journal=JAMA: The Journal of the American Medical Association |language=en |volume=71 |issue=23 |pages=1911 |doi=10.1001/jama.1918.26020490013010b |issn=0098-7484|url-access=subscription }}</ref> Named for the yellow cross painted on artillery shells.<ref name=":0">{{Cite book |title=Veterans at Risk: the health effects of mustard gas and Lewisite |date=1993 |publisher=National Academy Press |isbn=978-0-309-04832-3 |editor-last=Institute of Medicine (U.S.) |location=Washington, D.C |editor-last2=Pechura |editor-first2=Constance M. |editor-last3=Rall |editor-first3=David P.}}</ref>
* '''[[Yellow Cross (chemical warfare)|Yellow Cross]]'''&nbsp;– any of several blends containing sulfur mustard.<ref>{{Cite journal |last=Frescoln |first=Leonard D. |date=1918-12-07 |title=Mustard (Yellow Cross) Burns |url=http://jama.jamanetwork.com/article.aspx?doi=10.1001/jama.1918.26020490013010b |journal=JAMA: The Journal of the American Medical Association |language=en |volume=71 |issue=23 |pages=1911 |doi=10.1001/jama.1918.26020490013010b |issn=0098-7484|url-access=subscription }}</ref> Named for the yellow cross painted on artillery shells.<ref name=":0">{{Cite book |title=Veterans at Risk: the health effects of mustard gas and Lewisite |date=1993 |publisher=National Academy Press |isbn=978-0-309-04832-3 |editor-last=Institute of Medicine (U.S.) |location=Washington, D.C |editor-last2=Pechura |editor-first2=Constance M. |editor-last3=Rall |editor-first3=David P.}}</ref>


==Commonly-stockpiled mustard agents (class)==
==Commonly-stockpiled mustard agents (class)==
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Mustard gases were possibly developed as early as 1822 by [[César-Mansuète Despretz]] (1798–1863).<ref name="mustardgas">[http://itech.dickinson.edu/chemistry/?p=408 By Any Other Name: Origins of Mustard Gas] {{Webarchive|url=https://web.archive.org/web/20140201220058/http://itech.dickinson.edu/chemistry/?p=408 |date=2014-02-01 }}. Itech.dickinson.edu (2008-04-25). Retrieved on 2011-05-29.</ref> Despretz described the reaction of [[sulfur dichloride]] and [[ethylene]] but never made mention of any irritating properties of the reaction product. In 1854, another French chemist, Alfred Riche (1829–1908), repeated this procedure, also without describing any adverse physiological properties. In 1860, the British scientist [[Frederick Guthrie (scientist)|Frederick Guthrie]] synthesized and characterized the mustard agent compound and noted its irritating properties, especially in tasting.<ref name="Guthrie">{{cite journal |author=F. Guthrie |title=XIII.—On some derivatives from the olefines |journal=Q. J. Chem. Soc. |volume=12 |pages=109–126 |year=1860 |doi=10.1039/QJ8601200109 |issue=1 |url=https://zenodo.org/record/1885270 }}</ref> Also in 1860, chemist [[Albert Niemann (chemist)|Albert Niemann]], known as a pioneer in [[cocaine]] chemistry, repeated the reaction, and recorded blister-forming properties. In 1886, [[Viktor Meyer]] published a paper describing a synthesis that produced good yields. He combined [[2-Chloroethanol|2-chloroethanol]] with [[aqueous]] [[potassium sulfide]], and then treated the resulting [[thiodiglycol]] with [[phosphorus trichloride]]. The purity of this compound was much higher and consequently the adverse health effects upon exposure were much more severe. These symptoms presented themselves in his assistant, and in order to rule out the possibility that his assistant was suffering from a mental illness (psychosomatic symptoms), Meyer had this compound tested on laboratory [[rabbit]]s, most of which died. In 1913, the English chemist [[Hans Thacher Clarke]] (known for the [[Eschweiler-Clarke reaction]]) replaced the phosphorus trichloride with [[hydrochloric acid]] in Meyer's formulation while working with [[Hermann Emil Fischer|Emil Fischer]] in [[Berlin]]. Clarke was hospitalized for two months for burns after one of his flasks broke. According to Meyer, Fischer's report on this accident to the [[German Chemical Society]] sent the [[German Empire]] on the road to chemical weapons.<ref>{{Cite journal|author1=Duchovic, Ronald J. |author2=Vilensky, Joel A. |title=Mustard Gas: Its Pre-World War I History |journal=J. Chem. Educ. |volume=84 |page=944 |year=2007 |doi=10.1021/ed084p944|bibcode=2007JChEd..84..944D |issue=6}}</ref>
Mustard gases were possibly developed as early as 1822 by [[César-Mansuète Despretz]] (1798–1863).<ref name="mustardgas">[http://itech.dickinson.edu/chemistry/?p=408 By Any Other Name: Origins of Mustard Gas] {{Webarchive|url=https://web.archive.org/web/20140201220058/http://itech.dickinson.edu/chemistry/?p=408 |date=2014-02-01 }}. Itech.dickinson.edu (2008-04-25). Retrieved on 2011-05-29.</ref> Despretz described the reaction of [[sulfur dichloride]] and [[ethylene]] but never made mention of any irritating properties of the reaction product. In 1854, another French chemist, Alfred Riche (1829–1908), repeated this procedure, also without describing any adverse physiological properties. In 1860, the British scientist [[Frederick Guthrie (scientist)|Frederick Guthrie]] synthesized and characterized the mustard agent compound and noted its irritating properties, especially in tasting.<ref name="Guthrie">{{cite journal |author=F. Guthrie |title=XIII.—On some derivatives from the olefines |journal=Q. J. Chem. Soc. |volume=12 |pages=109–126 |year=1860 |doi=10.1039/QJ8601200109 |issue=1 |url=https://zenodo.org/record/1885270 }}</ref> Also in 1860, chemist [[Albert Niemann (chemist)|Albert Niemann]], known as a pioneer in [[cocaine]] chemistry, repeated the reaction, and recorded blister-forming properties. In 1886, [[Viktor Meyer]] published a paper describing a synthesis that produced good yields. He combined [[2-Chloroethanol|2-chloroethanol]] with [[aqueous]] [[potassium sulfide]], and then treated the resulting [[thiodiglycol]] with [[phosphorus trichloride]]. The purity of this compound was much higher and consequently the adverse health effects upon exposure were much more severe. These symptoms presented themselves in his assistant, and in order to rule out the possibility that his assistant was suffering from a mental illness (psychosomatic symptoms), Meyer had this compound tested on laboratory [[rabbit]]s, most of which died. In 1913, the English chemist [[Hans Thacher Clarke]] (known for the [[Eschweiler-Clarke reaction]]) replaced the phosphorus trichloride with [[hydrochloric acid]] in Meyer's formulation while working with [[Hermann Emil Fischer|Emil Fischer]] in [[Berlin]]. Clarke was hospitalized for two months for burns after one of his flasks broke. According to Meyer, Fischer's report on this accident to the [[German Chemical Society]] sent the [[German Empire]] on the road to chemical weapons.<ref>{{Cite journal|author1=Duchovic, Ronald J. |author2=Vilensky, Joel A. |title=Mustard Gas: Its Pre-World War I History |journal=J. Chem. Educ. |volume=84 |page=944 |year=2007 |doi=10.1021/ed084p944|bibcode=2007JChEd..84..944D |issue=6}}</ref>


The [[German Empire]] during [[World War I]] relied on the Meyer-Clarke method because [[2-chloroethanol]] was readily available from the German dye industry of that time.<ref>{{Cite journal |last=Duchovic |first=Ronald J. |last2=Vilensky |first2=Joel A. |date=2007 |title=Mustard Gas: Its Pre-World War I History |url=https://pubs.acs.org/doi/abs/10.1021/ed084p944 |journal=Journal of Chemical Education |language=en |volume=84 |issue=6 |pages=944 |doi=10.1021/ed084p944 |issn=0021-9584|url-access=subscription }}</ref>
The [[German Empire]] during [[World War I]] relied on the Meyer-Clarke method because [[2-chloroethanol]] was readily available from the German dye industry of that time.<ref>{{Cite journal |last1=Duchovic |first1=Ronald J. |last2=Vilensky |first2=Joel A. |date=2007 |title=Mustard Gas: Its Pre-World War I History |url=https://pubs.acs.org/doi/abs/10.1021/ed084p944 |journal=Journal of Chemical Education |language=en |volume=84 |issue=6 |pages=944 |doi=10.1021/ed084p944 |bibcode=2007JChEd..84..944D |issn=0021-9584|url-access=subscription }}</ref>


===Use===
===Use===
[[Image:155mmMustardGasShells.jpg|thumb|right|Pallets of 155 mm [[artillery shell]]s containing "HD" (distilled mustard gas agent) at the [[Pueblo Chemical Depot]]. The distinctive [[Bottled gas#Colour coding|color-coding]] scheme on each shell is visible]]
[[Image:155mmMustardGasShells.jpg|thumb|right|Pallets of 155 mm [[artillery shell]]s containing "HD" (distilled mustard gas agent) at the [[Pueblo Chemical Depot]]. The distinctive [[Bottled gas#Colour coding|color-coding]] scheme on each shell is visible.]]
Mustard gas was first [[Chemical weapons in World War I|used in World War I]] by the German army against British and Canadian soldiers near [[Ypres]], Belgium, on July 12, 1917,<ref>{{Cite book |last1=Fries |first1=Amos A. (Amos Alfred) |url=http://archive.org/details/chemicwar00frierich |title=Chemical warfare |last2=West |first2=Clarence J. (Clarence Jay) |date=1921 |publisher=New York [etc.] McGraw-Hill Book Company, inc. |others=University of California Libraries |pages=176 |quote=(...) on the night of July 12, 1917 (...)}}</ref> and later also against the [[French Second Army]]. '''''Yperite''''' is "a name used by the French, because the compound was first used at Ypres."<ref>{{Cite book |last1=Fries |first1=Amos A. (Amos Alfred) |url=http://archive.org/details/chemicwar00frierich |title=Chemical warfare |last2=West |first2=Clarence J. (Clarence Jay) |date=1921 |publisher=New York [etc.] McGraw-Hill Book Company, inc. |others=University of California Libraries |pages=150 |quote=(...) 'Ypres,' a name used by the French, because the compound was first used at Ypres (...)}}</ref> The Allies used mustard gas for the first time on November 1917 at [[Cambrai]], France, after the armies had captured a stockpile of German mustard shells. It took the British more than a year to develop their own mustard agent weapon, with production of the chemicals centred on [[Avonmouth Docks]] (the only option available to the British was the Despretz–Niemann–Guthrie process).<ref>{{cite book|title=The Port of Bristol, 1848-1884|editor=David Large}}</ref><ref>{{cite web|url=http://www.bristolpast.co.uk/#/avonmouth/4546933962|archive-url=https://web.archive.org/web/20110703094556/http://www.bristolpast.co.uk/#/avonmouth/4546933962|url-status=dead|archive-date=July 3, 2011|title=Photographic Archive of Avonmouth Bristol BS11|publisher=BristolPast.co.uk|access-date=12 May 2014}}</ref>  
Mustard gas was first [[Chemical weapons in World War I|used in World War I]] by the German army against British and Canadian soldiers near [[Ypres]], Belgium, on July 12, 1917,<ref>{{Cite book |last1=Fries |first1=Amos A. (Amos Alfred) |url=http://archive.org/details/chemicwar00frierich |title=Chemical warfare |last2=West |first2=Clarence J. (Clarence Jay) |date=1921 |publisher=New York [etc.] McGraw-Hill Book Company, inc. |others=University of California Libraries |pages=176 |quote=(...) on the night of July 12, 1917 (...)}}</ref> and later also against the [[French Second Army]]. '''''Yperite''''' is "a name used by the French, because the compound was first used at Ypres."<ref>{{Cite book |last1=Fries |first1=Amos A. (Amos Alfred) |url=http://archive.org/details/chemicwar00frierich |title=Chemical warfare |last2=West |first2=Clarence J. (Clarence Jay) |date=1921 |publisher=New York [etc.] McGraw-Hill Book Company, inc. |others=University of California Libraries |pages=150 |quote=(...) 'Ypres,' a name used by the French, because the compound was first used at Ypres (...)}}</ref> The Allies used mustard gas for the first time on November 1917 at [[Cambrai]], France, after the armies had captured a stockpile of German mustard shells. It took the British more than a year to develop their own mustard agent weapon, with production of the chemicals centred on [[Avonmouth Docks]] (the only option available to the British was the Despretz–Niemann–Guthrie process).<ref>{{cite book|title=The Port of Bristol, 1848-1884|editor=David Large}}</ref><ref>{{cite web|url=http://www.bristolpast.co.uk/#/avonmouth/4546933962|archive-url=https://web.archive.org/web/20110703094556/http://www.bristolpast.co.uk/#/avonmouth/4546933962|url-status=dead|archive-date=July 3, 2011|title=Photographic Archive of Avonmouth Bristol BS11|publisher=BristolPast.co.uk|access-date=12 May 2014}}</ref>  


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===WWII-era tests on men===
===WWII-era tests on men===
[[File:Edgewood Arsenal - Mustard Gas Test Subjects March 1945.jpg|thumb|Mustard gas test subjects enter gas chamber, Edgewood Arsenal, March 1945]]
[[File:Edgewood Arsenal - Mustard Gas Test Subjects March 1945.jpg|thumb|Mustard gas test subjects enter gas chamber in Edgewood Arsenal, March 1945.]]
From 1943 to 1944, mustard agent experiments were performed on Australian service volunteers in tropical [[Queensland, Australia]], by [[Royal Australian Engineers]], [[British Army]] and American experimenters, resulting in some severe injuries. One test site, the [[Brook Islands National Park]], was chosen to simulate Pacific islands held by the [[Imperial Japanese Army]].<ref>{{Cite book
From 1943 to 1944, mustard agent experiments were performed on Australian service volunteers in tropical [[Queensland, Australia]], by [[Royal Australian Engineers]], [[British Army]] and American experimenters, resulting in some severe injuries. One test site, the [[Brook Islands National Park]], was chosen to simulate Pacific islands held by the [[Imperial Japanese Army]].<ref>{{Cite book
|first=Bridget|last=Goodwin|year=1998|title=Keen as mustard: Britain's horrific chemical warfare experiments in Australia|location=St. Lucia|publisher=University of Queensland Press |isbn=978-0-7022-2941-1}}</ref><ref>[http://home.st.net.au/~dunn/brook%20island%20trial.htm Brook Island Trials of Mustard Gas during WW2]. Home.st.net.au. Retrieved on 2011-05-29.</ref> These experiments were the subject of the documentary film ''[[Keen as Mustard (film)|Keen as Mustard]]''.<ref>{{Cite web |title=Keen as mustard {{!}} Bridget Goodwin {{!}} 1989 {{!}} ACMI collection |url=https://www.acmi.net.au/works/80685--keen-as-mustard/ |access-date=2024-07-23 |website=www.acmi.net.au |language=en}}</ref>
|first=Bridget|last=Goodwin|year=1998|title=Keen as mustard: Britain's horrific chemical warfare experiments in Australia|location=St. Lucia|publisher=University of Queensland Press |isbn=978-0-7022-2941-1}}</ref><ref>[http://home.st.net.au/~dunn/brook%20island%20trial.htm Brook Island Trials of Mustard Gas during WW2]. Home.st.net.au. Retrieved on 2011-05-29.</ref> These experiments were the subject of the documentary film ''[[Keen as Mustard (film)|Keen as Mustard]]''.<ref>{{Cite web |title=Keen as mustard {{!}} Bridget Goodwin {{!}} 1989 {{!}} ACMI collection |url=https://www.acmi.net.au/works/80685--keen-as-mustard/ |access-date=2024-07-23 |website=www.acmi.net.au |language=en}}</ref>
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==Further reading==
==Further reading==
* Cook, Tim. "'Against God-Inspired Conscience': The Perception of Gas Warfare as a Weapon of Mass Destruction, 1915–1939." ''War & Society'' 18.1 (2000): 47-69.
{{refbegin|30em}}
* Dorsey, M. Girard. ''Holding Their Breath: How the Allies Confronted the Threat of Chemical Warfare in World War II'' (Cornell UP, 2023) [https://books.google.com/books?id=W4KiEAAAQBAJ&dq=mustard+gas+&pg=PR7 online].
 
* Duchovic, Ronald J., and Joel A. Vilensky. "Mustard gas: its pre-World War I history." ''Journal of chemical education'' 84.6 (2007): 944. [https://www.academia.edu/download/88516562/ed084p94420220712-1-7in76q.pdf online]
* {{cite journal |last=Cook |first=Tim |title='Against God-Inspired Conscience': The Perception of Gas Warfare as a Weapon of Mass Destruction, 1915–1939 |journal=War & Society |volume=18 |issue=1 |year=2000 |pages=47–69 |doi=10.1179/072924700791201379 }}
* Feister, Alan J. ''Medical defense against mustard gas: toxic mechanisms and pharmacological implications'' (1991). [https://books.google.com/books?id=BkBfb8vC_LgC&dq=%22Mustard+Gas%22&pg=PA1 online]
 
* Fitzgerald, Gerard J. "Chemical warfare and medical response during World War I." ''American journal of public health'' 98.4 (2008): 611-625. [https://scholar.google.com/scholar?output=instlink&q=info:6O5L0KIoCV4J:scholar.google.com/&hl=en&as_sdt=0,27&scillfp=17145573770559279105&oi=lle online]
* {{cite book |last=Dorsey |first=M. Girard |title=Holding Their Breath: How the Allies Confronted the Threat of Chemical Warfare in World War II |publisher=Cornell University Press |year=2023 |isbn=978-1-5017-6838-5 |url=https://books.google.com/books?id=W4KiEAAAQBAJ&dq=mustard+gas+&pg=PR7 |access-date=1 September 2025}}
*{{Cite book |last=Freemantle |first=M. |title = Gas! GAS! Quick, boys! How Chemistry Changed the First World War |publisher=The History Press |year=2012 |isbn = 978-0-7524-6601-9}}
 
* Geraci, Matthew J. "Mustard gas: imminent danger or eminent threat?." ''Annals of Pharmacotherapy'' 42.2 (2008): 237-246. [https://citeseerx.ist.psu.edu/document?repid=rep1&type=pdf&doi=acb8be33b15f5b2fffa24c7629b0413c6adf9ded online]
* {{cite journal |last1=Duchovic |first1=Ronald J. |last2=Vilensky |first2=Joel A. |title=Mustard gas: its pre-World War I history |journal=Journal of Chemical Education |volume=84 |issue=6 |year=2007 |pages=944 |doi=10.1021/ed084p944 |bibcode=2007JChEd..84..944D |url=https://www.academia.edu/download/88516562/ed084p94420220712-1-7in76q.pdf |access-date=1 September 2025}}
* Ghabili, Kamyar, et al. "Mustard gas toxicity: the acute and chronic pathological effects." ''Journal of applied toxicology'' 30.7 (2010): 627-643. [https://www.researchgate.net/profile/Mostafa-Ghanei/publication/281109293_Mustard_gas_toxicity_The_acute_and_chronic_pathological_effects/links/5a0bd113aca2721a23fa1564/Mustard-gas-toxicity-The-acute-and-chronic-pathological-effects.pdf online]
 
* Jones, Edgar. "Terror weapons: The British experience of gas and its treatment in the First World War." ''War in History'' 21.3 (2014): 355-375. [https://www.ncbi.nlm.nih.gov/pmc/articles/PMC5131841/ online]
* {{cite book |last=Feister |first=Alan J. |title=Medical Defense Against Mustard Gas: Toxic Mechanisms and Pharmacological Implications |year=1991 |publisher=CRC Press |isbn=978-0-8493-4257-8 |url=https://books.google.com/books?id=BkBfb8vC_LgC&dq=%22Mustard+Gas%22&pg=PA1 |access-date=1 September 2025}}
* {{cite book |series=History of the Great War Based on Official Documents by Direction of the Historical Section of the Committee of Imperial Defence |title=Medical Services: Diseases of the War: Including the Medical Aspects of Aviation and Gas Warfare and Gas Poisoning in Tanks and Mines |volume=II |last1=MacPherson |first1=W. G. |last2=Herringham |first2=W. P. |last3=Elliott |first3=T. R. |last4=Balfour |first4=A. |year=1923 |publisher=HMSO |location=London |url=https://archive.org/details/medicalservicesd02macp |access-date=19 October 2014 |oclc=769752656}}
 
* Padley, Anthony Paul. "Gas: the greatest terror of the Great War."  ''Anaesthesia and intensive care'' 44.1_suppl (2016): 24-30. [https://journals.sagepub.com/doi/pdf/10.1177/0310057X1604401S05 online]
* {{cite journal |last=Fitzgerald |first=Gerard J. |title=Chemical warfare and medical response during World War I |journal=American Journal of Public Health |volume=98 |issue=4 |year=2008 |pages=611–625 |doi=10.2105/AJPH.2007.111930 |pmid=18356568 |url=https://scholar.google.com/scholar?output=instlink&q=info:6O5L0KIoCV4J:scholar.google.com/&hl=en&as_sdt=0,27&scillfp=17145573770559279105&oi=lle |access-date=1 September 2025}}
* Rall, David P., and Constance M. Pechura, eds. ''Veterans at risk: The health effects of mustard gas and lewisite'' (1993). [https://apps.dtic.mil/sti/pdfs/ADA263272.pdf online]
 
* {{Cite book
* {{cite book |last=Freemantle |first=M. |title=Gas! GAS! Quick, boys! How Chemistry Changed the First World War |publisher=The History Press |year=2012 |isbn=978-0-7524-6601-9}}
  |title=Chemical Soldiers
 
  |first=Donald |last=Richter
* {{cite journal |last=Geraci |first=Matthew J. |title=Mustard gas: imminent danger or eminent threat? |journal=Annals of Pharmacotherapy |volume=42 |issue=2 |year=2008 |pages=237–246 |doi=10.1345/aph.1K445 |pmid=18212254 |url=https://citeseerx.ist.psu.edu/document?repid=rep1&type=pdf&doi=acb8be33b15f5b2fffa24c7629b0413c6adf9ded |access-date=1 September 2025}}
  |year=1994
 
  |publisher=Leo Cooper
* {{cite journal |last1=Ghabili |first1=Kamyar |last2=Ghanei |first2=Mostafa |last3=Zarei |first3=Amin |last4=Shoja |first4=Mohammad M. |title=Mustard gas toxicity: the acute and chronic pathological effects |journal=Journal of Applied Toxicology |volume=30 |issue=7 |year=2010 |pages=627–643 |doi=10.1002/jat.1581 |pmid=20836142 |url=https://www.researchgate.net/publication/281109293 |access-date=1 September 2025}}
  |isbn=0850523885
 
}}
* {{cite journal |last=Jones |first=Edgar |title=Terror weapons: The British experience of gas and its treatment in the First World War |journal=War in History |volume=21 |issue=3 |year=2014 |pages=355–375 |doi=10.1177/0968344513510248 |pmid=27917027 |pmc=5131841 }}
* Schummer, Joachim. "Ethics of chemical weapons research: Poison gas in World War One." ''Ethics of Chemistry: From Poison Gas to Climate Engineering'' (2021) pp. 55-83. [https://hyle.org/journal/issues/24-1/schummer.pdf online]
 
* Smith, Susan I. ''Toxic Exposures: Mustard Gas and the Health Consequences of World War II in the United States'' (Rutgers University Press, 2017) [https://www.h-net.org/reviews/showpdf.php?id=58530 online book review]
* {{cite book |last1=MacPherson |first1=W. G. |last2=Herringham |first2=W. P. |last3=Elliott |first3=T. R. |last4=Balfour |first4=A. |title=Medical Services: Diseases of the War: Including the Medical Aspects of Aviation and Gas Warfare and Gas Poisoning in Tanks and Mines |series=History of the Great War Based on Official Documents |volume=II |publisher=HMSO |location=London |year=1923 |url=https://archive.org/details/medicalservicesd02macp |access-date=19 October 2014 |oclc=769752656}}
* Wattana, Monica, and Tareg Bey. "Mustard gas or sulfur mustard: an old chemical agent as a new terrorist threat." ''Prehospital and disaster medicine'' 24.1 (2009): 19-29. [https://citeseerx.ist.psu.edu/document?repid=rep1&type=pdf&doi=9adad7a31848ea5fa59f65c8414cc8e65e9bfc07 online]
 
* {{cite journal |last=Padley |first=Anthony Paul |title=Gas: the greatest terror of the Great War |journal=Anaesthesia and Intensive Care |volume=44 |issue=1_suppl |year=2016 |pages=24–30 |doi=10.1177/0310057X1604401S05 |pmid=27456288 |url=https://journals.sagepub.com/doi/pdf/10.1177/0310057X1604401S05 |access-date=1 September 2025}}
 
* {{cite book |editor1-last=Rall |editor1-first=David P. |editor2-last=Pechura |editor2-first=Constance M. |title=Veterans at Risk: The Health Effects of Mustard Gas and Lewisite |publisher=National Academies Press |year=1993 |bibcode=1993nap..book.2058I |url=https://apps.dtic.mil/sti/pdfs/ADA263272.pdf |access-date=1 September 2025}}
 
* {{cite book |last=Richter |first=Donald |title=Chemical Soldiers |publisher=Leo Cooper |year=1994 |isbn=0850523885}}
 
* {{cite journal |last=Schummer |first=Joachim |title=Ethics of chemical weapons research: Poison gas in World War One |journal=Ethics of Chemistry: From Poison Gas to Climate Engineering |year=2021 |pages=55–83 |doi=10.1142/9789811233548_0003 |isbn=978-981-12-3353-1 |url=https://hyle.org/journal/issues/24-1/schummer.pdf |access-date=1 September 2025}}
 
* {{cite book |last=Smith |first=Susan I. |title=Toxic Exposures: Mustard Gas and the Health Consequences of World War II in the United States |publisher=Rutgers University Press |year=2017 |url=https://www.h-net.org/reviews/showpdf.php?id=58530 |access-date=1 September 2025}}
 
* {{cite journal |last1=Wattana |first1=Monica |last2=Bey |first2=Tareg |title=Mustard gas or sulfur mustard: an old chemical agent as a new terrorist threat |journal=Prehospital and Disaster Medicine |volume=24 |issue=1 |year=2009 |pages=19–29 |doi=10.1017/S1049023X0000649X |pmid=19557954 |url=https://citeseerx.ist.psu.edu/document?repid=rep1&type=pdf&doi=9adad7a31848ea5fa59f65c8414cc8e65e9bfc07 |access-date=1 September 2025}}
 
* {{cite journal |last=Jackson |first=Kirby E. |title=β,β' Dichloroethyl Sulfide (Mustard Gas) |journal=Chemical Reviews |volume=15 |issue=3 |date=December 1934 |pages=425–462 |doi=10.1021/cr60052a004 |issn=0009-2665}}
 
{{refend}}


==External links==
==External links==
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[[Category:Thioethers]]
[[Category:Thioethers]]
[[Category:Blister agents]]
[[Category:Blister agents]]
[[Category:World War I chemical weapons]]
[[Category:Chemical weapons in World War I]]
[[Category:IARC Group 1 carcinogens]]
[[Category:IARC Group 1 carcinogens]]
[[Category:Chloroethyl compounds]]
[[Category:Chloroethyl compounds]]
[[Category:Sulfur mustards]]
[[Category:Sulfur mustards]]
[[Category:Dermatoxins]]
[[Category:Dermatoxins]]

Latest revision as of 00:02, 19 November 2025

Template:Short description Template:Use American English Template:Use mdy dates Template:Cs1 config Template:Chembox Mustard gas or sulfur mustard are names commonly used for the organosulfur chemical compound bis(2-chloroethyl) sulfide, which has the chemical structure S(CH2CH2Cl)2, as well as other species. In the wider sense, compounds with the substituents Template:Chem2 are known as sulfur mustards or nitrogen mustards, respectively, where X = Cl or Br. Such compounds are potent alkylating agents, making mustard gas acutely and severely toxic.[1] Mustard gas is a carcinogen.[1] There is no preventive agent against mustard gas, with protection depending entirely on skin and airways protection, and no antidote exists for mustard poisoning.[2]

Also known as mustard agents, this family of compounds comprises infamous cytotoxins and blister agents with a long history of use as chemical weapons.[2] The name mustard gas is technically incorrect; the substances, when dispersed, are often not gases but a fine mist of liquid droplets that can be readily absorbed through the skin and by inhalation.[1] The skin can be affected by contact with either the liquid or vapor. The rate of penetration into skin is proportional to dose, temperature and humidity.[1]

Sulfur mustards are viscous liquids at room temperature and have an odor resembling mustard plants, garlic, or horseradish, hence the name.[1][2] When pure, they are colorless, but when used in impure forms, such as in warfare, they are usually yellow-brown. Mustard gases form blisters on exposed skin and in the lungs, often resulting in prolonged illness ending in death.[2]

Etymology

The name of mustard gas derived from its yellow color, smell of mustard, and burning sensation on eyes.[3] The term was first used in 1917 during World War I when Germans used the poison in combat.[3]

History as chemical weapons

Sulfur mustard is a type of chemical warfare agent.[4] As a chemical weapon, mustard gas has been used in several armed conflicts since World War I, including the Iran–Iraq War, resulting in more than 100,000 casualties.[5][6] Sulfur-based and nitrogen-based mustard agents are regulated under Schedule 1 of the 1993 Chemical Weapons Convention, as substances with few uses other than in chemical warfare.[2][7] Mustard agents can be deployed by means of artillery shells, aerial bombs, rockets, or by spraying from aircraft.

Adverse health effects

File:Mustard gas burns.jpg
Soldier with moderate mustard agent burns sustained during World War I showing characteristic bullae on the neck, armpit, and hands

Mustard gases have powerful blistering effects on victims. They are also carcinogenic and mutagenic alkylating agents.[1] Their high lipophilicity accelerates their absorption into the body.[8] Because mustard agents often do not elicit immediate symptoms, contaminated areas may appear normal.[2] Within 24 hours of exposure, victims experience intense itching and skin irritation. If this irritation goes untreated, blisters filled with pus can form wherever the agent contacted the skin.[2] As chemical burns, these are severely debilitating.[1] Mustard gas can have the effect of turning a patient's skin different colors due to melanogenesis.[9][2]

If the victim's eyes were exposed, then they become sore, starting with conjunctivitis (also known as pink eye), after which the eyelids swell, resulting in temporary blindness. Extreme ocular exposure to mustard gas vapors may result in corneal ulceration, anterior chamber scarring, and neovascularization.[10][11][12][13] In these severe and infrequent cases, corneal transplantation has been used as a treatment.[14] If inhaled in high concentrations, mustard agents cause bleeding and blistering within the respiratory system, damaging mucous membranes and causing pulmonary edema.[2] Depending on the level of contamination, mustard agent burns can vary between first and second degree burns. They can also be as severe, disfiguring, and dangerous as third degree burns. Some 80% of sulfur mustard in contact with the skin evaporates, while 10% stays in the skin and 10% is absorbed and circulated in the blood.[1]

The carcinogenic and mutagenic effects of exposure to mustard gas increase the risk of developing cancer later in life.[1] In a study of patients 25 years after wartime exposure to chemical weaponry, c-DNA microarray profiling indicated that 122 genes were significantly mutated in the lungs and airways of mustard gas victims. Those genes all correspond to functions commonly affected by mustard gas exposure, including apoptosis, inflammation, and stress responses.[15] The long-term ocular complications include burning, tearing, itching, photophobia, presbyopia, pain, and foreign-body sensations.[2][16][17]

File:Blister-arm.jpg
Typical appearance of bullae on an arm caused by vesicant burns

Symptoms of exposure have been extensively documented.[18]

Medical management

In a rinse-wipe-rinse sequence, skin is decontaminated of mustard gas by washing with liquid soap and water, or an absorbent powder.[2] The eyes should be thoroughly rinsed using saline or clean water. A topical analgesic is used to relieve skin pain during decontamination.[2] For skin lesions, topical treatments, such as calamine lotion, steroids, and oral antihistamines are used to relieve itching.[2] Larger blisters are irrigated repeatedly with saline or soapy water, then treated with an antibiotic and petroleum gauze.[2]

Mustard agent burns do not heal quickly and (as with other types of burns) present a risk of sepsis caused by pathogens such as Staphylococcus aureus and Pseudomonas aeruginosa. The mechanisms behind mustard gas's effect on endothelial cells are still being studied, but recent studies have shown that high levels of exposure can induce high rates of both necrosis and apoptosis. In vitro tests have shown that at low concentrations of mustard gas, where apoptosis is the predominant result of exposure, pretreatment with 50 mM N-acetyl-L-cysteine (NAC) was able to decrease the rate of apoptosis. NAC protects actin filaments from reorganization by mustard gas, demonstrating that actin filaments play a large role in the severe burns observed in victims.[19]

A British nurse treating soldiers with mustard agent burns during World War I commented:[20]

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They cannot be bandaged or touched. We cover them with a tent of propped-up sheets. Gas burns must be agonizing because usually the other cases do not complain, even with the worst wounds, but gas cases are invariably beyond endurance and they cannot help crying out.

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Mechanism of cellular toxicity

File:Mustard-dna.svg
Mustard gas alkylating an amino group via conversion to a sulfonium ion (2-chloroethylthiiranium)

Sulfur mustards readily eliminate chloride ions by intramolecular nucleophilic substitution to form cyclic sulfonium ions. These very reactive intermediates tend to permanently alkylate nucleotides in DNA strands, which can prevent cellular division, leading to programmed cell death.[8] Alternatively, if cell death is not immediate, the damaged DNA can lead to the development of cancer.[8] Oxidative stress is another pathology involved in mustard gas toxicity.[21]

Various compounds with the structural subgroup BC2H4X, where X is any leaving group and B is a Lewis base, have a common name of mustard. Such compounds can form cyclic "onium" ions (sulfonium, ammonium, etc.) that are good alkylating agents. These compounds include bis(2-haloethyl)ethers (oxygen mustards), the (2-haloethyl)amines (nitrogen mustards), and sesquimustard, which has two α-chloroethyl thioether groups (ClC2H4S−) connected by an ethylene bridge (−C2H4−). These compounds have a similar ability to alkylate DNA, but their physical properties vary.

Formulations

File:TestYperite4030618980 242ab5c81d b.jpg
Lewisite (top row) and mustard gas (bottom row) test with concentrations from 0.01% to 0.06%

In its history, various types and mixtures of mustard gas have been employed. These include:

  • H – Also known as HS ("Hun Stuff") or Levinstein mustard. This is named after the inventor of the "quick but dirty" Levinstein Process for manufacture,[22][23] reacting dry ethylene with disulfur dichloride under controlled conditions. Undistilled mustard gas contains 20–30% impurities, which means it does not store as well as HD. Also, as it decomposes, it increases in vapor pressure, making the munition it is contained in likely to split, especially along a seam, releasing the agent to the atmosphere.[24]
  • HD – Codenamed Pyro by the British, and Distilled Mustard by the US.[24] Distilled mustard of 95% or higher purity. The term "mustard gas" usually refers to this variety of mustard.
  • HT – Codenamed Runcol by the British, and Mustard T- mixture by the US.[24] A mixture of 60% HD mustard and 40% O-mustard, a related vesicant with lower freezing point, lower volatility and similar vesicant characteristics.
  • HL – A blend of distilled mustard (HD) and lewisite (L), originally intended for use in winter conditions due to its lower freezing point compared to the pure substances. The lewisite component of HL was used as a form of antifreeze.[25]
  • HQ – A blend of distilled mustard (HD) and sesquimustard (Q).[26]
  • Yellow Cross – any of several blends containing sulfur mustard.[27] Named for the yellow cross painted on artillery shells.[9]

Commonly-stockpiled mustard agents (class)

Chemical Code Trivial name CAS number PubChem Structure
Bis(2-chloroethyl)sulfide H, HD Mustard 505-60-2 CID 10461 from PubChemTemplate:EditAtWikidataTemplate:WikidataCheck File:Sulfur mustard.svg
1,2-Bis(2-chloroethylsulfanyl) ethane Q Sesquimustard 3563-36-8 CID 19092 from PubChemTemplate:EditAtWikidataTemplate:WikidataCheck File:Sesquimustard.svg
2-Chloroethyl ethyl sulfide Half mustard 693-07-2 CID 12733 from PubChemTemplate:EditAtWikidataTemplate:WikidataCheck File:Chloroethyl ethyl sulfide.svg
Bis(2-(2-chloroethylsulfanyl)ethyl) ether T O-mustard 63918-89-8 CID 45452 from PubChemTemplate:EditAtWikidataTemplate:WikidataCheck File:O-Mustard.svg
2-Chloroethyl chloromethyl sulfide 2625-76-5 File:2-Chlorethylchlormethylsulfid.svg
Bis(2-chloroethylsulfanyl) methane HK 63869-13-6 File:Bis(2-chlorethylthio)methan.svg
1,3-Bis(2-chloroethylsulfanyl) propane 63905-10-2 File:Bis-1,3-(2-chlorethylthio)-n-propan.svg
1,4-Bis(2-chloroethylsulfanyl) butane 142868-93-7 File:Bis-1,4-(2-chlorethylthio)-n-butan.svg
1,5-Bis(2-chloroethylsulfanyl) pentane 142868-94-8 File:Bis-1,5-(2-chlorethylthio)-n-pentan.svg
Bis((2-chloroethylsulfanyl)methyl) ether 63918-90-1 File:Bis(2-chlorethylthiomethyl)ether.svg

History

Development

Mustard gases were possibly developed as early as 1822 by César-Mansuète Despretz (1798–1863).[28] Despretz described the reaction of sulfur dichloride and ethylene but never made mention of any irritating properties of the reaction product. In 1854, another French chemist, Alfred Riche (1829–1908), repeated this procedure, also without describing any adverse physiological properties. In 1860, the British scientist Frederick Guthrie synthesized and characterized the mustard agent compound and noted its irritating properties, especially in tasting.[29] Also in 1860, chemist Albert Niemann, known as a pioneer in cocaine chemistry, repeated the reaction, and recorded blister-forming properties. In 1886, Viktor Meyer published a paper describing a synthesis that produced good yields. He combined 2-chloroethanol with aqueous potassium sulfide, and then treated the resulting thiodiglycol with phosphorus trichloride. The purity of this compound was much higher and consequently the adverse health effects upon exposure were much more severe. These symptoms presented themselves in his assistant, and in order to rule out the possibility that his assistant was suffering from a mental illness (psychosomatic symptoms), Meyer had this compound tested on laboratory rabbits, most of which died. In 1913, the English chemist Hans Thacher Clarke (known for the Eschweiler-Clarke reaction) replaced the phosphorus trichloride with hydrochloric acid in Meyer's formulation while working with Emil Fischer in Berlin. Clarke was hospitalized for two months for burns after one of his flasks broke. According to Meyer, Fischer's report on this accident to the German Chemical Society sent the German Empire on the road to chemical weapons.[30]

The German Empire during World War I relied on the Meyer-Clarke method because 2-chloroethanol was readily available from the German dye industry of that time.[31]

Use

File:155mmMustardGasShells.jpg
Pallets of 155 mm artillery shells containing "HD" (distilled mustard gas agent) at the Pueblo Chemical Depot. The distinctive color-coding scheme on each shell is visible.

Mustard gas was first used in World War I by the German army against British and Canadian soldiers near Ypres, Belgium, on July 12, 1917,[32] and later also against the French Second Army. Yperite is "a name used by the French, because the compound was first used at Ypres."[33] The Allies used mustard gas for the first time on November 1917 at Cambrai, France, after the armies had captured a stockpile of German mustard shells. It took the British more than a year to develop their own mustard agent weapon, with production of the chemicals centred on Avonmouth Docks (the only option available to the British was the Despretz–Niemann–Guthrie process).[34][35]

Mustard gas was originally assigned the name LOST, after the scientists Wilhelm Lommel and Wilhelm Steinkopf, who developed a method of large-scale production for the Imperial German Army in 1916.[36]

Mustard gas was dispersed as an aerosol in a mixture with other chemicals, giving it a yellow-brown color. Mustard agent has also been dispersed in such munitions as aerial bombs, land mines, mortar rounds, artillery shells, and rockets.[24] Exposure to mustard agent was lethal in about 1% of cases. Its effectiveness was as an incapacitating agent. The early countermeasures against mustard agent were relatively ineffective, since a soldier wearing a gas mask was not protected against absorbing it through his skin and being blistered. A common countermeasure was using a urine-soaked mask or facecloth to prevent or reduce injury, a readily available remedy attested by soldiers in documentaries (e.g., They Shall Not Grow Old in 2018) and others (such as forward aid nurses) interviewed between 1947 and 1981 by the British Broadcasting Corporation for various World War One history programs; however, the effectiveness of this measure is unclear.

Mustard gas can remain in the ground for weeks, and it continues to cause ill effects. If mustard agent contaminates one's clothing and equipment while cold, then other people with whom they share an enclosed space could become poisoned as contaminated items warm up enough material to become an airborne toxic agent. An example of this was depicted in a British and Canadian documentary about life in the trenches, particularly once the "sousterrain" (subways and berthing areas underground) were completed in Belgium and France. Towards the end of World War I, mustard agent was used in high concentrations as an area-denial weapon that forced troops to abandon heavily contaminated areas.

File:Mustard gas ww2 poster.jpg
US Army World War II gas identification poster, Template:Circa–1945

Since World War I, mustard gas has been used in several wars and other conflicts, usually against people who cannot retaliate in kind:[37]

The use of toxic gases or other chemicals, including mustard gas, during warfare is known as chemical warfare, and this kind of warfare was prohibited by the Geneva Protocol of 1925, and also by the later Chemical Weapons Convention of 1993. The latter agreement also prohibits the development, production, stockpiling, and sale of such weapons.

In September 2012, a US official stated that the rebel militant group ISIS was manufacturing and using mustard gas in Syria and Iraq, which was allegedly confirmed by the group's head of chemical weapons development, Sleiman Daoud al-Afari, who has since been captured.[53][54]

Development of the first chemotherapy drug

As early as 1919 it was known that mustard agent was a suppressor of hematopoiesis.[55] In addition, autopsies performed on 75 soldiers who had died of mustard agent during World War I were done by researchers from the University of Pennsylvania who reported decreased counts of white blood cells.[45] This led the American Office of Scientific Research and Development (OSRD) to finance the biology and chemistry departments at Yale University to conduct research on the use of chemical warfare during World War II.[45][56]

As a part of this effort, the group investigated nitrogen mustard as a therapy for Hodgkin's lymphoma and other types of lymphoma and leukemia, and this compound was tried out on its first human patient in December 1942. The results of this study were not published until 1946, when they were declassified.[56] In a parallel track, after the air raid on Bari in December 1943, the doctors of the U.S. Army noted that white blood cell counts were reduced in their patients. Some years after World War II was over, the incident in Bari and the work of the Yale University group with nitrogen mustard converged, and this prompted a search for other similar chemical compounds. Due to its use in previous studies, the nitrogen mustard called "HN2" became the first cancer chemotherapy drug, chlormethine (also known as mechlorethamine, mustine) to be used. Chlormethine and other mustard gas molecules are still used to this day as an chemotherapy agent albeit they have largely been replaced with more safe chemotherapy drugs like cisplatin and carboplatin.[57]

Disposal

In the United States, storage and incineration of mustard gas and other chemical weapons were carried out by the U.S. Army Chemical Materials Agency.[58] Disposal projects at the two remaining American chemical weapons sites were carried out near Richmond, Kentucky, and Pueblo, Colorado. The last of the declared mustard weapons stockpile of the United States was destroyed on June 22, 2023 in Pueblo with other remaining chemical weapons being destroyed later in 2023.[59]

New detection techniques are being developed in order to detect the presence of mustard gas and its metabolites. The technology is portable and detects small quantities of the hazardous waste and its oxidized products, which are notorious for harming unsuspecting civilians. The immunochromatographic assay would eliminate the need for expensive, time-consuming lab tests and enable easy-to-read tests to protect civilians from sulfur-mustard dumping sites.[60]

In 1946, 10,000 drums of mustard gas (2,800 tonnes) stored at the production facility of Stormont Chemicals in Cornwall, Ontario, Canada, were loaded onto 187 boxcars for the Template:Convert journey to be buried at sea on board a Template:Convert long barge Template:Convert south of Sable Island, southeast of Halifax, at a depth of Template:Convert. The dump location is 42 degrees, 50 minutes north by 60 degrees, 12 minutes west.[61]

A large British stockpile of old mustard agent that had been made and stored since World War I at M. S. Factory, Valley near Rhydymwyn in Flintshire, Wales, was destroyed in 1958.[62]

Most of the mustard gas found in Germany after World War II was dumped into the Baltic Sea. Between 1966 and 2002, fishermen have found about 700 chemical weapons in the region of Bornholm, most of which contain mustard gas. One of the more frequently dumped weapons was "Sprühbüchse 37" (SprüBü37, Spray Can 37, 1937 being the year of its fielding with the German Army). These weapons contain mustard gas mixed with a thickener, which gives it a tar-like viscosity. When the content of the SprüBü37 comes in contact with water, only the mustard gas in the outer layers of the lumps of viscous mustard hydrolyzes, leaving behind amber-colored residues that still contain most of the active mustard gas. On mechanically breaking these lumps (e.g., with the drag board of a fishing net or by the human hand) the enclosed mustard gas is still as active as it had been at the time the weapon was dumped. These lumps, when washed ashore, can be mistaken for amber, which can lead to severe health problems. Artillery shells containing mustard gas and other toxic ammunition from World War I (as well as conventional explosives) can still be found in France and Belgium. These were formerly disposed of by explosion undersea, but since the current environmental regulations prohibit this, the French government is building an automated factory to dispose of the accumulation of chemical shells.

In 1972, the U.S. Congress banned the practice of disposing of chemical weapons into the ocean by the United States. 29,000 tons of nerve and mustard agents had already been dumped into the ocean off the United States by the U.S. Army. According to a report created in 1998 by William Brankowitz, a deputy project manager in the U.S. Army Chemical Materials Agency, the army created at least 26 chemical weapons dumping sites in the ocean offshore from at least 11 states on both the East Coast and the West Coast (in Operation CHASE, Operation Geranium, etc.). In addition, due to poor recordkeeping, about one-half of the sites have only their rough locations known.[63]

In June 1997, India declared its stock of chemical weapons of Template:Convert of mustard gas.[64][65] By the end of 2006, India had destroyed more than 75 percent of its chemical weapons/material stockpile and was granted extension for destroying the remaining stocks by April 2009 and was expected to achieve 100 percent destruction within that time frame.[64] India informed the United Nations in May 2009 that it had destroyed its stockpile of chemical weapons in compliance with the international Chemical Weapons Convention. With this India has become the third country after South Korea and Albania to do so.[66][67] This was cross-checked by inspectors of the United Nations.

Producing or stockpiling mustard gas is prohibited by the Chemical Weapons Convention. When the convention entered force in 1997, the parties declared worldwide stockpiles of 17,440 tonnes of mustard gas. As of December 2015, 86% of these stockpiles had been destroyed.[68]

A significant portion of the United States' mustard agent stockpile was stored at the Edgewood Area of Aberdeen Proving Ground in Maryland. Approximately 1,621 tons of mustard agents were stored in one-ton containers on the base under heavy guard. A chemical neutralization plant was built on the proving ground and neutralized the last of this stockpile in February 2005. This stockpile had priority because of the potential for quick reduction of risk to the community. The nearest schools were fitted with overpressurization machinery to protect the students and faculty in the event of a catastrophic explosion and fire at the site. These projects, as well as planning, equipment, and training assistance, were provided to the surrounding community as a part of the Chemical Stockpile Emergency Preparedness Program (CSEPP), a joint program of the Army and the Federal Emergency Management Agency (FEMA).[69] Unexploded shells containing mustard gases and other chemical agents are still present in several test ranges in proximity to schools in the Edgewood area, but the smaller amounts of poison gas (Template:Convert) present considerably lower risks. These remnants are being detected and excavated systematically for disposal. The U.S. Army Chemical Materials Agency oversaw disposal of several other chemical weapons stockpiles located across the United States in compliance with international chemical weapons treaties. These include the complete incineration of the chemical weapons stockpiled in Alabama, Arkansas, Indiana, and Oregon. Earlier, this agency had also completed destruction of the chemical weapons stockpile located on Johnston Atoll located south of Hawaii in the Pacific Ocean.[70] The largest mustard agent stockpile, at approximately 6,200 short tons, was stored at the Deseret Chemical Depot in northern Utah. The incineration of this stockpile began in 2006. In May 2011, the last of the mustard agents in the stockpile were incinerated at the Deseret Chemical Depot, and the last artillery shells containing mustard gas were incinerated in January 2012.

In 2008, many empty aerial bombs that contained mustard gas were found in an excavation at the Marrangaroo Army Base just west of Sydney, Australia.[71][72] In 2009, a mining survey near Chinchilla, Queensland, uncovered 144 105-millimeter howitzer shells, some containing "Mustard H", that had been buried by the U.S. Army during World War II.[72][73]

In 2014, a collection of 200 bombs was found near the Flemish villages of Passendale and Moorslede. The majority of the bombs were filled with mustard agents. The bombs were left over from the German army and were meant to be used in the Battle of Passchendaele in World War I. It was the largest collection of chemical weapons ever found in Belgium.[74]

A large amount of chemical weapons, including mustard gas, was found in a neighborhood of Washington, D.C. The cleanup was completed in 2021.[75]

Post-war accidental exposure

In 2002, an archaeologist at the Presidio Trust archaeology lab in San Francisco was exposed to mustard gas, which had been dug up at the Presidio of San Francisco, a former military base.[76]

In 2010, a clamming boat pulled up some old artillery shells of World War I from the Atlantic Ocean south of Long Island, New York. Multiple fishermen suffered from blistering and respiratory irritation severe enough to require hospitalization.[77]

WWII-era tests on men

File:Edgewood Arsenal - Mustard Gas Test Subjects March 1945.jpg
Mustard gas test subjects enter gas chamber in Edgewood Arsenal, March 1945.

From 1943 to 1944, mustard agent experiments were performed on Australian service volunteers in tropical Queensland, Australia, by Royal Australian Engineers, British Army and American experimenters, resulting in some severe injuries. One test site, the Brook Islands National Park, was chosen to simulate Pacific islands held by the Imperial Japanese Army.[78][79] These experiments were the subject of the documentary film Keen as Mustard.[80]

The United States tested sulfur mustards and other chemical agents including nitrogen mustards and lewisite on up to 60,000 servicemen during and after WWII. The experiments were classified secret and as with Agent OrangeTemplate:Broken anchor, claims for medical care and compensation were routinely denied, even after the WWII-era tests were declassified in 1993. The Department of Veterans Affairs stated that it would contact 4,000 surviving test subjects but failed to do so, eventually only contacting 600. Skin cancer, severe eczema, leukemia, and chronic breathing problems plagued the test subjects, some of whom were as young as 19 at the time of the tests, until their deaths, but even those who had previously filed claims with the VA went without compensation.[81]

File:Mustard gas four test subjects NRL.jpg
Arms of four test subjects after exposure to nitrogen mustard and lewisite agents

African American servicemen were tested alongside white men in separate trials to determine whether their skin color would afford them a degree of immunity to the agents, and Nisei servicemen, some of whom had joined after their release from Japanese American Internment Camps were tested to determine susceptibility of Japanese military personnel to these agents. These tests also included Puerto Rican subjects.[82]

Detection in biological fluids

Concentrations of thiodiglycol in urine have been used to confirm a diagnosis of chemical poisoning in hospitalized victims. The presence in urine of 1,1'-sulfonylbismethylthioethane (SBMTE), a conjugation product with glutathione, is considered a more specific marker, since this metabolite is not found in specimens from unexposed persons. In one case, intact mustard gas was detected in postmortem fluids and tissues of a man who died one week post-exposure.[83]

See also

References

Notes Template:Reflist Template:Sister project

Further reading

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External links

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