1,4-Cyclohexadiene

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1,4-Cyclohexadiene
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IUPAC name Cyclohexa-1,4-diene
Other names 1,4-Cyclohexadiene, 1,4-Dihydrobenzene, 1,4-CHDN, CHDN
Identifiers
CAS number 628-41-1
PubChem 12343
EINECS number 211-043-1
ChEBI 37611
SMILES C1C=CCC=C1
InChI InChI=1/C6H8/c1-2-4-6-5-3-1/h1-2,5-6H,3-4H2
Properties
Molecular formula C6H8
Molar mass 80.13 g/mol
Appearance Colourless liquid
Density 0.847 g/cm³
Melting point

-49.2 °C

Boiling point

88 °C

Hazards
EU classification Highly flammable (F+), Toxic (T)
NFPA 704

NFPA 704.svg

3
2
0
 
R-phrases R11,
S-phrases S16, S27, S36/37/39, S45
Flash point -6 °C
Except where noted otherwise, data are given for
materials in their standard state
(at 25 °C, 100 kPa)

Infobox disclaimer and references

1,4-Cyclohexadiene is a highly flammable cycloalkene that occurs as a colorless clear liquid.

1,4-Cyclohexadiene and related compounds may be prepared from benzene using lithium or sodium in liquid ammonia, this process being known as a Birch reduction. However 1,4-cyclohexadiene is easily oxidised to benzene, the driving force being the formation of an aromatic ring. The conversion to an aromatic system may be performed in the laboratory using an alkene such as styrene, along with a hydrogen transfer agent such as palladium metal supported on charcoal.

γ-Terpinene is a naturally occurring derivative of 1,4-cyclohexadiene, found in the essential oils of coriander, lemon, and cumin.

See also

References


External links


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