Cyclohexylbenzene
Names | |
---|---|
Preferred IUPAC name
Cyclohexylbenzene | |
Other names
Phenylcyclohexane
| |
Identifiers | |
3D model (JSmol)
|
|
ChEMBL | |
ChemSpider | |
ECHA InfoCard | 100.011.429 |
EC Number |
|
PubChem CID
|
|
CompTox Dashboard (EPA)
|
|
| |
| |
Properties | |
C12H16 | |
Molar mass | 160.260 g·mol−1 |
Appearance | colorless liquid |
Density | 0.982 g/cm3 |
Melting point | 7.3 °C (45.1 °F; 280.4 K) |
Boiling point | 240.1 °C (464.2 °F; 513.2 K) |
Hazards | |
GHS labelling: | |
Signal word
|
Danger |
H302, H304, H315, H319, H410 | |
P264, P270, P273, P280, P301+P310, P301+P312, P302+P352, P305+P351+P338, P321, P330, P331, P332+P313, P337+P313, P362, P391, P405, P501 | |
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa). | |
Infobox references | |
Cyclohexylbenzene is the organic compound with the formula C6H5-C6H11. It is a derivative of benzene with a cyclohexyl substituent (C6H11). A colorless liquid, it is produced by the alkylation of benzene with cyclohexene.[1] It is generated by the hydrodesulfurization of dibenzothiophene.[2]
A route to phenol analogous to the cumene process begins with cyclohexylbenzene, which is oxidized to a hydroperoxide, akin to the production of cumene hydroperoxide. Via the Hock rearrangement, cyclohexylbenzene hydroperoxide cleaves to give phenol and cyclohexanone. Cyclohexanone is an important precursor to some nylons.[3]
References[]
- ^ Qiao, Kun; Yokoyama, Chiaki (2004). "Novel Acidic Ionic Liquids Catalytic Systems for Friedel–Crafts Alkylation of Aromatic Compounds with Alkenes". Chemistry Letters. 33 (4): 472–473. doi:10.1246/cl.2004.472.
- ^ Bai, Jin; Li, Xiang; Wang, Anjie; Prins, Roel; Wang, Yao (2012). "Hydrodesulfurization of Dibenzothiophene and its Hydrogenated Intermediates over Bulk MoP". Journal of Catalysis. 287: 161–169. doi:10.1016/j.jcat.2011.12.018.
- ^ Plotkin, Jeffrey S. (2016-03-21). "What's New in Phenol Production?". American Chemical Society. Archived from the original on 2019-10-27. Retrieved 2018-01-02.
Categories:
- Cyclohexyl compounds
- Phenyl compounds