Cyclohexanethiol

Cyclohexanethiol is a thiol with the formula C₆H₁₁SH. It is a colorless liquid with a strong odor.

Cyclohexanethiol

Names
Preferred IUPAC name Cyclohexanethiol
Identifiers
CAS Number	1569-69-3 Y
3D model (JSmol)	Interactive image
ChemSpider	14555
ECHA InfoCard	100.014.890
PubChem CID	15290
UNII	N8HOD9900V Y
CompTox Dashboard (EPA)	DTXSID2027416
InChI InChI=1S/C6H12S/c7-6-4-2-1-3-5-6/h6-7H,1-5H2 Key: CMKBCTPCXZNQKX-UHFFFAOYSA-N InChI=1/C6H12S/c7-6-4-2-1-3-5-6/h6-7H,1-5H2 Key: CMKBCTPCXZNQKX-UHFFFAOYAW
SMILES C1CCC(CC1)S
Properties
Chemical formula	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)
Solubility in water	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]