Cyclohexanethiol
Cyclohexanethiol is a thiol with the formula C6H11SH. It is a colorless liquid with a strong odor.
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| Preferred IUPAC name
Cyclohexanethiol | |
| Identifiers | |
3D model (JSmol) |
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| ChemSpider | |
| ECHA InfoCard | 100.014.890 |
PubChem CID |
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| UNII | |
CompTox Dashboard (EPA) |
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| Properties | |
| C6H12S | |
| Molar mass | 116.22 g·mol−1 |
| 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 | |
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 (injected, mice) was estimated at 316 mg/kg by the United States Department of Health, Education, and Welfare.[3]
gollark: no.
gollark: And the liquid rules are pretty bizarre.
gollark: Sometimes they decide they don't like you, and will randomly pat you down or something.
gollark: The economic damage of having people end up wasting tons of time there is significant, let alone the cost of hiring "security" staff and the expensive scanning equipment, and the "cultural cost" of getting people used to intrusive scanning and bizarre restrictions just on travel.
gollark: But primarily, all airport "security" does is inconvenience people and act as a source for jobs for vaguely sociopathic people.
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.
- 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
- Occupational Exposure to N-alkane Mono Thiols, Cyclohexanethiol, and Benzenethiol. U.S. Government Printing Office. 1978.
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