Tolidine

From Wikipedia, the free encyclopedia
(Redirected from Ortho-tolidine)
Jump to navigation Jump to search

<templatestyles src="Chembox/styles.css"/>

Template:Chembox image cellTemplate:Chembox AllOtherNamesTemplate:Chembox headerbarTemplate:Chembox IndexlistTemplate:Chembox JmolTemplate:Chembox ChEMBLTemplate:Chembox ECHATemplate:Chembox E numberTemplate:Chembox IUPHAR ligandTemplate:Chembox UNIITemplate:Chembox CompToxTemplate:Chembox headerbarTemplate:Chembox SolubilityInWaterTemplate:Chembox HazardsTemplate:Chembox Datapage checkTemplate:Yesno
2-Tolidine[1]
Template:Longitem Template:Unbulleted list
ChEBI Template:Unbulleted list
ChemSpider Template:Unbulleted list
DrugBank Template:Unbulleted list
EC Number Template:Unbulleted list
KEGG Template:Unbulleted list
Template:Longitem Template:Unbulleted list
RTECS number Template:Unbulleted list
Script error: No such module "collapsible list".
Script error: No such module "collapsible list".
Template:Longitem Template:Chembox Elements/molecular formula
Molar mass Template:Chem molar mass
Appearance White to reddish crystals or powder
Density 1.23 g/cm3
Melting point Template:Chembox CalcTemperatures
Boiling point Template:Chembox CalcTemperatures

Template:Chembox Footer/tracking container onlyScript error: No such module "TemplatePar".Template:Short description

2-Tolidine (orthotolidine, o-tolidine; not to be confused with o-toluidine) is an organic compound with the chemical formula Template:Chem2. Several isomers are known; the 3-tolidine derivative is also important commercially. It is a colorless compound although commercial samples are often colored. It is slightly soluble in water. It forms salts with acids, such as the hydrochloride, which is commercially available.

2-Tolidine can be produced by benzidine rearrangement from a hydrazone derivative of 2-nitrotoluene.[2]

Template:Chem2

Uses

2-Tolidine is an aromatic amine used mainly for dye production.[3] 2-Tolidine is an intermediate for the production of soluble azo dyes and insoluble pigments used particularly in the textile, leather and paper industries.

File:PigYel16dichlorophenylediaso.svg
Pigment Yellow 16, a derivative of o-tolidine

It is also used for the production of certain elastomers.

File:Orthotolidine in swimming pool chlorine level test kit.jpg
Orthotolidine in chlorine test kit

2-Tolidine was widely used as a reagent or indicator in analytical, clinical and forensic chemistry, such as in the analytical determination of gold, or determination of the chlorine level in swimming pool water.

Safety

2-Tolidine is toxic and possibly carcinogenic. It is listed as an IARC Group 2B carcinogen, meaning it is "possibly carcinogenic to humans". Animal studies have shown that animals exposed to tolidine developed tumors in the liver, kidney, and mammary glands.[4]

References

  1. Record of ortho-Tolidin in the GESTIS Substance Database of the Institute for Occupational Safety and Health, accessed on 6.6.2008.Script error: No such module "TemplatePar". Script error: No such module "TemplatePar". Script error: No such module "TemplatePar".
  2. Noller, Carl R.: Textbook of Organic Chemistry, Springer Verlag, 1960Script error: No such module "Unsubst".Script error: No such module "Unsubst".
  3. K. Hunger. W. Herbst "Pigments, Organic" in Ullmann's Encyclopedia of Industrial Chemistry, Wiley-VCH, Weinheim, 2012. Script error: No such module "CS1 identifiers".
  4. Script error: No such module "citation/CS1".

Template:Authority control