1,4-Cyclohexadiene
| 1,4-Cyclohexadiene | |
|---|---|
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| Cyclohexa-1,4-diene[1] | |
| Other names 1,4-Cyclohexadiene[citation needed] | |
| Identifiers | |
| Abbreviations | 1,4-CHDN |
| CAS number | 628-41-1  |
| PubChem | 12343 |
| ChemSpider | 11838 |
| EC number | 211-043-1 |
| UN number | 3295 |
| MeSH | 1,4-cyclohexadiene |
| ChEBI | CHEBI:37611 |
| Beilstein Reference | 1900733 |
| Gmelin Reference | 1656 |
| Jmol-3D images | Image 1 |
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| Properties | |
| Molecular formula | C6H8 |
| Molar mass | 80.13 g mol−1 |
| Appearance | Colorless liquid |
| 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) | 1.472 |
| Thermochemistry | |
| Std enthalpy of formation ΔfH |
63.0-69.2 kJ mol-1 |
| Std enthalpy of combustion ΔcH |
-3573.5--3567.5 kJ mol-1 |
| Standard molar entropy S |
189.37 J K-1 mol-1 |
| Specific heat capacity, C | 142.2 J K-1 mol-1 |
| Hazards | |
| GHS pictograms |   |
| GHS signal word | DANGER |
| GHS hazard statements | H225, H340, H350, H373 |
| GHS precautionary statements | P201, P210, P308+313 |
| EU classification |  F  T |
| R-phrases | R45 R46 R11 R48/20/21/22 |
| S-phrases | S53 S45 |
| NFPA 704 |
 3
2
0
|
| Flash point | −7 °C; 19 °F; 266 K |
(verify) (what is: / ?)Except where noted otherwise, data are given for materials in their standard state (at 25 °C (77 °F), 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
- ↑ "1,4-cyclohexadiene - Compound Summary". PubChem Compound. USA: National Center for Biotechnology Information. 27 March 2005. Identification and Related Records. Retrieved 12 October 2011.
External links
- The photochemistry of 1,4-cyclohexadiene in solution and in the gas phase
- NIST Chemistry WebBook Reaction thermochemistry data
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