|Systematic IUPAC name
|Molar mass||80.13 g·mol−1|
|Density||0.847 g cm−3|
|Melting point||−50 °C; −58 °F; 223 K|
|Boiling point||82 °C; 179 °F; 355 K|
Refractive index (nD)
|142.2 J K−1 mol−1|
|189.37 J K−1 mol−1|
Std enthalpy of
|63.0-69.2 kJ mol−1|
Std enthalpy of
|-3573.5--3567.5 kJ mol−1|
|GHS signal word||DANGER|
|H225, H340, H350, H373|
|P201, P210, P308+313|
|EU classification||F T|
|R-phrases||R45 R46 R11 R48/20/21/22|
|Flash point||−7 °C (19 °F; 266 K)|
Except where noted otherwise, data is given for materials in their standard state (at 25 °C (77 °F), 100 kPa)
|what is: / ?)(|
1,4-Cyclohexadiene is an organic compound with the formula C6H8. It is a colourless, flammable liquid that is of academic interest as a prototype of a large class of related compounds called terpenoids, an examples being γ-terpinene. An isomer exists of this compound, 1,3-cyclohexadiene.
Synthesis and reactions
In the laboratory, substituted 1,4-cyclohexadienes are synthesized by Birch reduction of related aromatic compounds using an alkali metal and a proton donor such as ammonia. In this way, over reduction to the fully saturated ring is avoided.
1,4-Cyclohexadiene and its derivatives are easily aromatized, 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.
- "1,4-cyclohexadiene - Compound Summary". PubChem Compound. USA: National Center for Biotechnology Information. 27 March 2005. Identification and Related Records. Retrieved 12 October 2011.
- The photochemistry of 1,4-cyclohexadiene in solution and in the gas phase
- NIST Chemistry WebBook Reaction thermochemistry data
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