Propadiene

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Propadiene
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Template:Longitem 860
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MeSH Propadiene
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UN number 2200
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Template:Longitem Template:Chembox Elements/molecular formula
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Appearance Colorless gas
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log P 1.45
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Explosive limits 13%

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Propadiene (Template:IPAc-en) or allene (Template:IPAc-en) is the organic compound with the formula Template:Chem2. It is the simplest allene, i.e. a compound with two adjacent carbon double bonds.[3] As a constituent of MAPP gas, it has been used as a fuel for specialized welding.

Production and equilibrium with methylacetylene

Propadiene exists in equilibrium with methylacetylene (propyne) and the mixture is sometimes called MAPD for methylacetylene-propadiene:

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for which Keq = 0.22 at 270 °C or 0.1 at 5 °C.

MAPD is produced as a side product, often an undesirable one, of dehydrogenation of propane to produce propene, an important feedstock in the chemical industry. MAPD interferes with the catalytic polymerization of propene.[4]

Occurrence in Space

In 2019 it was announced that propadiene had been detected in the atmosphere of Saturn's moon Titan using the NASA Infrared Telescope Facility.[5] This was the first time that propadiene had been detected in space, and the second structural isomeric pair (paired with propyne) detected in Titan's atmosphere, after HCN-HNC.[6][7]

References

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  2. a b c Record of Allene in the GESTIS Substance Database of the Institute for Occupational Safety and Health, accessed on 17 November 2020.Script error: No such module "TemplatePar". Script error: No such module "TemplatePar". Script error: No such module "TemplatePar".
  3. IUPAC, Compendium of Chemical Terminology, 5th ed. (the "Gold Book") (2025). Online version: (2006–) "allenes". Script error: No such module "CS1 identifiers".Script error: No such module "TemplatePar".
  4. Klaus Buckl, Andreas Meiswinkel "Propyne" in Ullmann's Encyclopedia of Industrial Chemistry, 2008, Wiley-VCH, Weinheim. Script error: No such module "CS1 identifiers".
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