Propadiene

Propadiene
Identifiers
CAS number 463-49-0 Y
PubChem 10037
ChemSpider 9642 Y
EC number 207-335-3
UN number 2200
MeSH Propadiene
ChEBI CHEBI:37601 Y
ChEMBL CHEMBL116960 Y
Beilstein Reference 1730774
Gmelin Reference 860
Jmol-3D images Image 1
Image 2
Properties
Molecular formula C3H4
Molar mass 40.06 g mol−1
Exact mass 40.031300128 g mol-1
Appearance Colorless gas
Melting point

-136 °C, 137 K, -213 °F

Boiling point

-34 °C, 239 K, -29 °F

log P 1.45
Hazards
MSDS External MSDS
EU classification F+
R-phrases R12
S-phrases S9, S16, S33
NFPA 704
4
0
3
Explosive limits 13%
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Except where noted otherwise, data are given for materials in their standard state (at 25 °C, 100 kPa)
Infobox references

Propadiene is the organic compound with the formula H2C=C=CH2. It is the simplest allene, a compound with conjoined C=C double bonds. Propadiene's common name is allene.[1] As a constituent of MAPP gas, it is used as a fuel for specialized welding.

Production and equilibrium with propyne

Allene exists in equilibrium with propyne, the mixture sometimes being called MAPD for methyl acetylene (alternative name of propyne)-propadiene:

H3CC≡CH H2C=C=CH2

Keq = 0.22 (270 °C), 0.1 K (5 °C) MAPD is produced as a side product, often an undesirable one, of cracking propane to produce propene, an important feedstock in the chemical industry. MAPD interferes with the catalytic polymerization of propene.[2]

References

  1. ^ IUPAC, Compendium of Chemical Terminology, 2nd ed. (the "Gold Book") (1997). Online corrected version:  (2006–) "allenes".
  2. ^ Klaus Buckl, Andreas Meiswinkel "Propyne" in Ullmann's Encyclopedia of Industrial Chemistry 2008, Wiley-VCH, Weinheim. doi:10.1002/14356007.m22_m01