CHLOROMETHYL PHENYL SULFOXIDE Chemical Properties

Melting point:

33-35 °C

Boiling point:

109-111 °C/0.01 mmHg

Density 

1.35±0.1 g/cm3(Predicted)

Flash point:

100 °C

storage temp. 

-20°C

solubility 

sol CHCl3 and THF.

form 

solid

BRN 

1617664

EPA Substance Registry System

Benzene, [(chloromethyl)sulfinyl]- (7205-94-9)

Safety Information

Safety Statements 

22-24/25

WGK Germany 

3

MSDS

• Language:English Provider:SigmaAldrich

CHLOROMETHYL PHENYL SULFOXIDE Usage And Synthesis

Uses

Chloromethyl phenyl sulfoxide has been used in the preparation of:

• 1-chloroalkyl sulfoxides
• starting material for the synthesis alkyl sulfoxides and thiol ester acyl anion equivalent

Preparation

Chlorination of methylphenyl sulfoxide with sulfonyl chloride in dichloromethane or N-chlorosuccinimide in chloroform gives Chloromethyl phenyl sulfoxide in good yields. A one-step process starting from phenyl sulfide involves chlorination with sulfonyl chloride in dichloromethane followed by oxidation with the same reagent in the presence of wet silica gel. Another method uses silver(I) nitrate and sulfonyl chloride in acetonitrile.

Synthesis Reference(s)

Journal of the American Chemical Society, 90, p. 4496, 1968 DOI: 10.1021/ja01018a078
Synthesis, p. 831, 1986
Tetrahedron Letters, 17, p. 613, 1976

General Description

Chloromethyl phenyl sulfoxide has synthetic potential and exhibits unusual stereochemical specificity. Stereospecific hydroxyalkylation of chloromethyl phenyl sulfoxide has been investigated.

CHLOROMETHYL PHENYL SULFOXIDE(7205-94-9)Related Product Information

• Phenyl sulfoxide
• CHLOROMETHYL PHENYL SULFONE
• SPECS AK-823/41252283
• 4-[2-CHLORO-2-(PHENYLSULFONYL)ETHYL]-1,4-OXAZINAN-4-IUM CHLORIDE
• 1-CHLORO-2-PHENYLVINYL 4-METHYLPHENYL SULFONE
• [(1-CHLORO-4-PHENYLBUTA-1,3-DIENYL)SULFINYL]BENZENE
• CHLOROMETHYL PHENYL SULFOXIDE
• 1-chloro-4-[(chloromethyl)sulphonyl]benzene
• Sulfoxide, pentachlorophenyl trichloromethyl
• 3,5-BIS(TRIFLUOROMETHYL)PHENYL CHLOROMETHYL SULFONE
• 1,2-DICHLOROVINYL4-METHYLPHENYLSULFONE
• P-TOLUENESULFONYLMETHYL CHLORIDE
• 1-[(CHLOROMETHYL)SULFONYL]NAPHTHALENE