2757-23-5

Basic information

• Product Name: CHLOROCARBONYLSULFENYL CHLORIDE
• Synonyms: CHLOROFORMYLSULFENYL CHLORIDE;CHLOROCARBONYLSULFENYL CHLORIDE;CHLOROCARBONYLSULPHENYL CHLORIDE;CHLOROTHIOFORMYL CHLORIDE;CTFC;Chloroformylsulphenyl chloride;Chlorocarbonylsulfenylchloride,97%;(Chlorothio)formyl chloride, Chloroformylsulfenyl chloride
• CAS NO: 2757-23-5
• Molecular Formula: CCl₂OS
• Molecular Weight: 130.98
• EINECS: 220-415-2
• Product Categories: Sulfur Compounds (for Synthesis);Synthetic Organic Chemistry
• Mol File: 2757-23-5.mol
• Article Data: 7

Chemical Properties

• Boiling Point: 98 °C(lit.)
• Flash Point: 98-101°C
• Appearance: Yellow/Liquid, Fuming In Moist Air
• Density: 1.552 g/mL at 25 °C(lit.)
• Vapor Pressure: 40.7mmHg at 25°C
• Refractive Index: n20/D 1.517(lit.)
• Storage Temp.: 2-8°C
• Sensitive: Moisture Sensitive
• BRN: 506318
• CAS DataBase Reference: CHLOROCARBONYLSULFENYL CHLORIDE(CAS DataBase Reference)
• NIST Chemistry Reference: CHLOROCARBONYLSULFENYL CHLORIDE(2757-23-5)
• EPA Substance Registry System: CHLOROCARBONYLSULFENYL CHLORIDE(2757-23-5)

Safety Data

• Hazard Codes: C
• Statements: 34-37
• Safety Statements: 26-36/37/39-45
• RIDADR: UN 3265 8/PG 2
• WGK Germany: 3
• F: 9-13-21
• HazardClass: 8
• PackingGroup: II
• Hazardous Substances Data: 2757-23-5(Hazardous Substances Data)

Usage

Chemical Properties

Yellow liquid, fuming in moist air

Uses

Chlorocarbonylsulfenyl chloride has been used in the preparation of:5-(1,2,3,4-tetra-O-acetyl-alpha-D-xylopyranos-5S-C-yl)-1,3,4-oxathiazol-2-onefluorinated oxathialonespolyfluoroalkylchlorothioformateschlorocarbonylpolyfluoroalkylsulfenate esterschlorocarbonylhexafluoroisopropylidenimino sulfenate5-tri-fluoromethyl-2-oxo-1,3,4-oxathiazolecommercially important N,N-dialkylcarbamoyl chlorides

InChI:InChI=1/CCl2OS/c2-1(4)5-3

Upstream product

• 87463-08-9 (methoxydichloromethyl)sulfenyl chloride 
• 463-58-1 carbon oxide sulfide 
• 7782-50-5 chlorine 
• 85963-74-2 2,2,4,4-tetrachlor-1,3-dithietan-1,3-dioxids 
• 87463-09-0 (ethoxydichloromethyl)sulfenyl chloride 
• 594-42-3 chlorothio-trichloro-methane 

Downstream Products

• 40235-78-7 4-methyl-2-thiazolone-5-carboxylic acid ethyl ester 
• 624-92-0 Dimethyldisulphide 
• 13063-89-3 ((methyl)dithio)carbonyl chloride 
• 26555-35-1 ethoxyoxomethanesulfenyl chloride 
• 1468-37-7 dimexano 
• 89264-58-4 (chlorocarbonyl)disulfane 
• 329206-42-0 (E)-5-styryl-1,3,4-oxathiazol-2-one 
• 31827-28-8 4,5-dihydro-3-(p-tolyl)-1,2,4-oxadiazol-5-one 
• 622-51-5 p-tolylurea 
• 110991-32-7 4,5-dihydro-3-(p-tolyl)-1,2,4-thiadiazol-5-one 
• 110991-33-8 di(p-toluamide) O,O-carboxime 
• 139355-70-7 2,4-dibenzylidenamino-1,2,4-thiadiazolidine-3,5-dione 
• 21597-12-6 N-phenyl-1,2,4-dithiazolidine-3,5-dione 
• 147087-36-3 2-isopropyl-4-phenyl-5-phenylimino-1,2,4-thiadiazolidin-3-one 

Relevant articles and documents

-

-

An improved one-pot cost-effective synthesis of N,N-disubstituted carbamoyl halides and derivatives

A convenient one-pot procedure is reported for preparing N,N-disubstituted carbamoyl chlorides by using chlorocarbonylsulfenyl chloride as a carbonylating agent. It comprises the reaction of secondary amines with chlorocarbonylsulfenyl chloride in the presence of an aprotic organic solvent to produce the corresponding N,N-disubstituted carbamoyl halides. Insertion of the carbonyl group without using phosgene is the novelty of this method.

Characterisierung und Photochemie von (Dihalogenmethylen)sulfoxiden, XYC=S=O

Dihalogenomethylene sulfoxides (dihalogenosulfines) 2a-c were generated by flash vacuum pyrolysis of 2,2,4,4-tetrahalogeno-1,3-dithietane 1,3-dioxides 1a-c and trapping the pyrolysis products in argon at 10 K.At room temperature unstable difluorosulfine (2a) and chlorofluorosulfine (2b) were identified by i.r.spectroscopy, and the photochemistry of the sulfines was investigated.Chlorofluorosulfine (2b) exists in two geometrical isomers.Photolysis of 2a leads to fragmentation to give CF2 and SO, photolysis of the chlorine containing sulfines 2b and 2c to rearrangement to give sulfenyl chlorides 6 and 8.This is explained by different migratory tendencies of fluorine and chlorine and the stability of C-F bond.