1114. Benzoyl Isothiocyanate

Nomenclature

CAS number: 532-55-8
Benzoylthiocarbimide.
C8H5NOS; mol wt 163.20.
C 58.88%, H 3.09%, N 8.58%, O 9.80%, S 19.65%.

Description and references

Prepd by refluxing a mixture of KSCN and benzoyl chloride in benzene at 110-120°: Ambelang, Johnson, J. Am. Chem. Soc. 61, 632 (1939). From NH3SCN, acetone and benzoyl chloride: Frank, Smith, Org. Synth. 28, 89 (1948).

Chemical structure

Properties

Liquid; bp18 133-137°; bp10 119°. d418.3 1.2142; d416 1.197. nD18.3 1.6382. Reacts with a primary or secondary amine to form a benzoylthiourea, which is readily hydrolyzed by alkalies to the free thiourea.