Phenylsulfenylchloride

Phenylsulfenylchloride Basic information
Product Name:Phenylsulfenylchloride
Synonyms:Phenylsulfenylchloride;BENZENESULFENYL CHLORIDE;BenzeneSulfenic acid chloride;Phenylchloro sulfide;Phenylthio chloride;Phenylsulphenyl chloride;phenyl hypochlorothioite;(Chlorosulfanyl)benzene
CAS:931-59-9
MF:C6H5ClS
MW:144.62
EINECS:632-987-4
Product Categories:
Mol File:931-59-9.mol
Phenylsulfenylchloride Structure
Phenylsulfenylchloride Chemical Properties
Boiling point 262℃
density 1.25
Fp 110℃
Safety Information
MSDS Information
Phenylsulfenylchloride Usage And Synthesis
UsesPhenylsulfenyl Chloride is an intermediate used in the synthesis of Tabanone (T003450), which is found in oils of Trifolium pratense L. and is a potential natural anti-oxidant.
PreparationTo a flask containing 32.7 gm (0.15 mole) of diphenyl disulfide dissolved in 100 ml of dichloromethane containing 3 ml of pyridine is slowly dropwise added at room temperature 20.3 gm (0.15 mole) of freshly distilled sulfuryl chloride. After completion of the addition, the solution is stirred for an additional hour, concentrated under reduced pressure (12 mm Hg) at 25°C, and the residue distilled to afford 33 gm (76%), b.p. 49°C (4 mm Hg), of a dark red liquid.
Preparation of Benzenesulfenyl Chloride
Synthesis Reference(s)The Journal of Organic Chemistry, 43, p. 1208, 1978 DOI: 10.1021/jo00400a041
Chemical and Pharmaceutical Bulletin, 28, p. 126, 1980 DOI: 10.1248/cpb.28.126
Diphenyl sulfide 4-DODECYLBENZENESULFONYL CHLORIDE 2-Bromobenzenesulphonyl chloride NEON

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