Synthesis of dimethyl sulfite

Preparation of dimethyl sulfite

Alternative Names: methyl sulfite; sulfurous acid, dimethyl ester; dimethoxy sulfoxide

Preparation of dimethyl sulfite (methyl sulfite; sulfurous acid, dimethyl ester; dimethoxy sulfoxide)

Preparation of dimethyl sulfite (methyl sulfite; sulfurous acid, dimethyl ester; dimethoxy sulfoxide)

A three-necked flask is fitted with a dropping funnel protected with a calcium chloride tube, a mechanical stirrer, a condenser, which is connected to a trap for absorbing hydrogen chloride. 24.5 ml (40 g) of redistilled (b.p. 78–80° C) thionyl chloride are placed in the flask and 28 ml (22 g) of anhydrous methyl alcohol in the dropping funnel. The flask is cooled in ice and the methyl alcohol is added dropwise while stirring over 1 hour. When all methanol has been added the mixture is gently refluxed for 1 hour in order to complete the reaction and remove the residual hydrogen chloride. The crude dimethyl sulfite is distilled collecting the fraction boiling at 126° C. The yield of dimethyl sulfite is 53 g.

A text book of practical organic chemistry, by A. I. Vogel, 304, 1974

IUPAC Name

dimethyl sulfite

InChI

InChI=1S/C2H6O3S/c1-4-6(3)5-2/h1-2H3

InChI Key

BDUPRNVPXOHWIL-UHFFFAOYSA-N

Canonical SMILES

COS(=O)OC

MeSH Synonyms

dimethyl sulfite, dimethylsulfite

Depositor-Supplied Synonyms

Dimethyl sulfite, Methyl sulfite, 616-42-2, Sulfurous acid, dimethyl ester, Dimethyl sulphite, Dimethoxy sulfoxide, (CH3O)2SO, Sulphurous acid dimethyl ester, Dimethyl ester of sulfurous acid, BDUPRNVPXOHWIL-UHFFFAOYSA-N, EINECS 210-481-0, NSC 41902, TL 159, BRN 1700256, AI3-12179, Dimethylsulfit, Dimethylsulfite, Dimethylsulphite, DMSO3, AC1Q6YPH, ACMC-209mv0, AC1L2BE4, UNII-9JFA40S66P, sulfurous acid dimethyl ester, KSC489S2J, SCHEMBL419268, 108618_ALDRICH, 227862_ALDRICH, 9JFA40S66P, CHEBI:48858, CTK3I9924, MolPort-001-783-762, ACN-S002707, NSC41902, 6871AF, ANW-33898, NSC-41902, ZINC03860877, AKOS015852449, NE10576, RL04329, RTC-040313, AN-21656, CJ-10895, SC-25522, LS-148259, TC-040313, TL8003914, D0264, FT-0625159, 124973-EP2295426A1, 124973-EP2295427A1, 4-01-00-01250 (Beilstein Handbook Reference), A833343, 3B4-3413, I09-0347, InChI=1/C2H6O3S/c1-4-6(3)5-2/h1-2H

Removed Synonyms

CID69223

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