Chloromethyl methyl sulfide

• Catalog No.: L10858
• CAS Number: 2373-51-5
• M. F.: C2H5ClS
• M. W.: 96.5791
• Purity: 95%

SYNONYMS

• Title: 氯甲基甲基硫醚
• IUPAC name: chloro(methylsulfanyl)methane
• IUPAC Traditional name: chloromethyl methyl sulfide
• Synonyms: Chlorodimethyl sulfide; Methyl chloromethyl sulfide

DATABASE IDS

• CAS Number: 2373-51-5
• MDL Number: MFCD00000923
• EC Number: 219-148-4
• Beilstein Number: 1730851

PROPERTIES

• Purity: 95%
• Boiling Point: 104-105°C
• Density: 1.160
• Flash Point: 17°C(62°F)
• Refractive Index: 1.4980
• GHS Hazard statements: H225-H315-H319-H335
• European Hazard Symbols: Irritant (Xi)
• European Hazard Symbols: Flammable (F)
• GHS Precautionary statements: P210-P241-P303+P361+P353-P305+P351+P338-P405-P501A
• Risk Statements: 11-36/37/38
• RTECS: WQ3700000
• Safety Statements: 9-16-26-33-37-60
• Storage Warning: Moisture Sensitive
• TSCA Listed: 否
• Hazard Class: 3
• UN Number: UN1993
• Packing Group: II

REFERENCES

• For reaction with cyclopentadienyl iron dicarbonyl dimer in the formation of an iron-containing methylene transfer agent, see: Org. Synth. Coll., 9, 372 (1998).
• Protects alcohols as their methylthiomethyl (MTM) ethers by reaction, e.g. with NaH/NaI in DME: Tetrahedron Lett., 3269 (1975), or with AgNO₃/Et₃N: Chem. Lett., 1277 (1979). MTM ethers are relatively stable to acid but can be cleaved selectively with HgCl₂ in aqueous acetonitrile or AgNO₃/2,6-lutidine: Tetrahedron Lett., 3269 (1975), by methylation (MeI) and hydrolysis: Austral. J. Chem., 31, 1031 (1978); Chem. Lett., 715 (1984), or with TMS chloride and Ac₂O: Chem. Ind. (London), 223 (1984). For protection of phenols, see: Tetrahedron Lett., 533 (1977); 24, 1189 (1984).
• Can also be used for the preparation of MTM esters of carboxylic acids, e.g. by treatment of the K salt of the acid in the presence of NaI and 18-crown-6: Tetrahedron Lett., 731 (1978) which also describes cleavage with HgCl₂. The ester can also be cleaved with TFA: J. Chem. Soc., Chem. Commun., 224 (1973); or by methylation-hydrolysis: Tetrahedron Lett., 689 (1979).