Cyclohexanethiol
 | |
| Names | |
|---|---|
| Preferred IUPAC name
Cyclohexanethiol | |
| Identifiers | |
| 1569-69-3 | |
| 3D model (Jmol) | Interactive image |
| ChemSpider | 14555 |
| ECHA InfoCard | 100.014.890 |
| PubChem | 15290 |
| |
| |
| Properties | |
| C6H12S | |
| Molar mass | 116.22 |
| Appearance | colorless liquid |
| Density | 0.95 g/cm3 |
| Boiling point | 158 to 160 °C (316 to 320 °F; 431 to 433 K) |
| low | |
| Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa). | |
| Infobox references | |
Cyclohexanethiol is an organosulfur compound with the formula C6H11SH. It is a colorless liquid with a strong odor.
Preparation
It was first prepared by the free-radical reaction of cyclohexane using carbon disulfide as a sulfur source.[1]
It is produced industrially by the hydrogenation of cyclohexanone in the presence of hydrogen sulfide]] over a metal sulfide catalyst:
- C6H10O + H2S + H2 → C6H11SH + H2O
It is also obtained by the addition of hydrogen sulfide to cyclohexene in the presence of nickel sulfide.[2]
Safety
The LD50 (oral, rats) is 558/kg.[2]
References
- ↑ Kharasch, M.S.; Eberly, Kenneth (February 1941). "Reactions of Atoms and Free Radicals in Solution. III. The Introduction of a Mercaptan Group into Cyclohexane". J. Am. Chem. Soc. 63 (2): 625. doi:10.1021/ja01847a508. Retrieved 12 April 2015.
- 1 2 Kathrin-Maria Roy "Thiols and Organic sulphides" in Ullmann's Encyclopedia of Industrial Chemistry 2002, Wiley-VCH Verlag, Weinheim. doi:10.1002/14356007.a26_767
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