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676-85-7

676-85-7 Structure

676-85-7 Structure
IdentificationBack Directory
[Name]

Methanesulfinylchloride
[CAS]

676-85-7
[Synonyms]

Methanesulfinylchloride
methylsulphinyl chloride
Methanesulfinic Chloride
Methanesulfinyl chloride (6CI,7CI,8CI,9CI)
[Molecular Formula]

CH3ClOS
[MDL Number]

MFCD28118352
[MOL File]

676-85-7.mol
[Molecular Weight]

98.55
Chemical PropertiesBack Directory
[Boiling point ]

55-59 °C(Press: 40 Torr)
[density ]

1.494±0.06 g/cm3(Predicted)
Hazard InformationBack Directory
[Synthesis Reference(s)]

The Journal of Organic Chemistry, 33, p. 2104, 1968 DOI: 10.1021/jo01269a088
Synthetic Communications, 24, p. 1207, 1994 DOI: 10.1080/00397919408011719
[Synthesis]

A mixture of 23.5 g (0.25 mol) of freshly distilled dimethyl disulfide and 51 g (0.5 mol) of acetic anhydride is chlorinated at -10 to 0℃. During the course of the reaction the color changes from yellow to red and then disappears, at which point the addition of chlorine is suspended, leading to 126 g of reaction mixture. This is distilled in a 45 cm Vigreux column at 2 kPa with cooling. Acetyl chloride distills at 0℃, and at 47–48℃ the almost colorless methanesulfinyl chloride is obtained in 83–86% yield.
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