1,4-Cyclohexadiene

1,4-Cyclohexadiene
IUPAC name	Cyclohexa-1,4-diene
Other names	1,4-Cyclohexadiene, 1,4-Dihydrobenzene, 1,4-CHDN, CHDN
Identifiers
CAS number	628-41-1 Y
PubChem	12343
EC number	211-043-1
ChEBI	37611
SMILES	C1C=CCC=C1
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)
R-phrases	R11, R23/24/25, R36, R45, R48
S-phrases	S16, S27, S36/37/39, S45
NFPA 704	3 2 0
Flash point	-6 °C
Y (what is this?)  (verify) Except where noted otherwise, data are given for materials in their standard state (at 25 °C, 100 kPa)
Infobox 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.

References

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External links

• Safety MSDS data
• The photochemistry of 1,4-cyclohexadiene in solution and in the gas phase