1,3-Cyclohexadiene

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1,3-Cyclohexadiene
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IUPAC name Cyclohexa-1,3-diene
Other names 1,3-Cyclohexadiene, 1,2-Dihydrobenzene, 1,3-CHD
Identifiers
CAS number 592-57-4
PubChem 11605
ChEBI 37610
RTECS number GU4702350
SMILES C1CC=CC=C1
InChI InChI=1/C6H8/c1-2-4-6-5-3-1/h1-4H,5-6H2
Properties
Molecular formula C6H8
Molar mass 80.13 g/mol
Appearance Colourless liquid
Density 0.841 g/cm³
Melting point

-98 °C

Boiling point

80 °C

Hazards
EU classification Flammable (F)
R-phrases R11
S-phrases S9, S16, S29, S33
Flash point 26 °C c.c.
Except where noted otherwise, data are given for
materials in their standard state
(at 25 °C, 100 kPa)

Infobox disclaimer and references

1,3-Cyclohexadiene is a highly flammable cycloalkene that occurs as a colorless clear liquid. Its refractive index is 1.475 (20 °C, D).

It can be used as a hydrogen donor in transfer hydrogenation, since its conversion to benzene + hydrogen is in fact exothermic (-24.3 kJ/mol in the gas phase, as indicated by heats of hydrogenation).[1][2] Despite this apparent instability with respect to benzene, the 1,3-cyclohexadiene motif is found in several natural products such as α-terpinene.

See also

References

  1. "1,3-Cyclohexadiene". US National Institute of Standards and Technology. 2007-04-13. Retrieved 2007-04-13. 
  2. "Benzene". US National Institute of Standards and Technology. 2007-04-13. Retrieved 2007-04-13. 
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