Synthesis of n-butyl sulfite

Preparation of n-butyl sulfite (dibutyl sulfite; sulfurous acid, dibutyl ester)

Preparation of n-butyl sulfite (dibutyl sulfite; sulfurous acid, dibutyl ester)

Preparation of n-butyl sulfite (dibutyl sulfite; sulfurous acid, dibutyl ester)

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 62 ml (50 g) of dry n-butyl alcohol (b.p. 116-117°) in the dropping funnel. The flask is cooled in ice and the n-butyl alcohol is added dropwise while stirring over 1 hour. When all n-butanol 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 n-butyl sulfite is distilled under normal pressure until the temperature rises to 120° C; then under diminished pressure, collecting the fraction boiling at 116-118° C/20 mm. The yield of n-butyl sulfite is 55 g.

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

Coll. Vol. 2, p.112 (1943); Vol. 19, p.29 (1939).

IUPAC Name

dibutyl sulfite

InChI

InChI=1S/C8H18O3S/c1-3-5-7-10-12(9)11-8-6-4-2/h3-8H2,1-2H3

InChI Key

FEYYOXFAQQJEIG-UHFFFAOYSA-N

Canonical SMILES

CCCCOS(=O)OCCCC

Depositor-Supplied Synonyms

Dibutyl sulfite, Sulfurous acid, dibutyl ester, Dibutyl sulphite, Butyl sulfite (Bu2SO3), 626-85-7, sulfurous acid dibutyl ester, Di-n-butyl sulphite, AC1L2BQW, AC1Q6YQA, Sulfurous acid, dibutylester, Sulphurous acid dibutyl ester, SCHEMBL775328, CTK5B5608, NSC2587, FEYYOXFAQQJEIG-UHFFFAOYSA-N, NSC 2587, NSC-2587, EINECS 210-965-1, AR-1I4062, ZINC01641014, FT-0656171, ST51056590, A833926, S14-1055

Removed Synonyms

CID69384, 63765-85-5

Share This

Leave a Reply

Your email address will not be published. Required fields are marked *