ChemicalBook > Product Catalog >Organic Chemistry >Carboxylic acids and derivatives >Carboxylic acid halides >Phenylsulfenylchloride

Phenylsulfenylchloride

Phenylsulfenylchloride Structure
CAS No.
931-59-9
Chemical Name:
Phenylsulfenylchloride
Synonyms
phenyl hypochlorothioite;fenyL;BENZENESULFENYL CHLORIDE;Phenylthio chloride;(Chlorothio)benzene;Phenylchloro sulfide;Benzene, (chlorothio)-;Phenylsulfenylchloride;Phenyl Thiohypochlorite;(Chlorosulfanyl)benzene
CBNumber:
CB51075374
Molecular Formula:
C6H5ClS
Molecular Weight:
144.62
MOL File:
931-59-9.mol
MSDS File:
SDS
Modify Date:
2023/5/4 15:13:21

Phenylsulfenylchloride Properties

Boiling point 262℃
Density 1.25
Flash point 110℃

SAFETY

Risk and Safety Statements

Symbol(GHS) 
GHS07
Signal word  Warning
Hazard statements  H319-H335-H315
Precautionary statements  P264-P280-P302+P352-P321-P332+P313-P362-P264-P280-P305+P351+P338-P337+P313P

Phenylsulfenylchloride Chemical Properties,Uses,Production

Uses

Phenylsulfenyl 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.

Preparation

To 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

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Phenylthio chloride Phenylsulphenyl chloride (Chlorosulfanyl)benzene Phenyl Thiohypochlorite Phenylsulfenylchloride BenzeneSulfenic acid chloride Phenylchloro sulfide (Chlorothio)benzene Benzene, (chlorothio)- Phenylsulfenylchloride ISO 9001:2015 REACH phenyl hypochlorothioite BENZENESULFENYL CHLORIDE fenyL Benzenesulfenyl chloride (6CI, 7CI, 8CI, 9CI, ACI) 931-59-9