Phenylacetylene

Phenylacetylene
Phenylacetylene
Names
Preferred IUPAC name
Ethynylbenzene
Other names
Phenylacetylene
Identifiers
3D model (JSmol)
ChEMBL
ChemSpider
ECHA InfoCard 100.007.861 Edit this at Wikidata
UNII
  • InChI=1S/C8H6/c1-2-8-6-4-3-5-7-8/h1,3-7H checkY
    Key: UEXCJVNBTNXOEH-UHFFFAOYSA-N checkY
  • InChI=1/C8H6/c1-2-8-6-4-3-5-7-8/h1,3-7H
    Key: UEXCJVNBTNXOEH-UHFFFAOYAC
  • C#Cc1ccccc1
Properties
C8H6
Molar mass 102.133 g/mol
Density 0.93 g/cm3
Melting point −45 °C (−49 °F; 228 K)
Boiling point 142 to 144 °C (288 to 291 °F; 415 to 417 K)
Acidity (pKa) 28.7 (DMSO),[1]
23.2 (aq, extrapolated)[2]
-72.01·10−6 cm3/mol
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
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Phenylacetylene is an alkyne hydrocarbon containing a phenyl group. It exists as a colorless, viscous liquid. In research, it is sometimes used as an analog for acetylene; being a liquid, it is easier to handle than acetylene gas.

  1. ^ Bordwell, F.G. (1988). "Equilibrium acidities in dimethyl sulfoxide solution". Acc. Chem. Res. 21: 456–463. doi:10.1021/ar00156a004.
  2. ^ Streitwieser, A. Jr.; Ruben, D.M.E (1971). "Acidity of hydrocarbons. XXXV. Equilibrium acidities of phenylacetylene and tert-butylacetylene in cyclohexylamine". J. Am. Chem. Soc. 93: 1794–1795. doi:10.1021/ja00736a045.