Synthesis of diethyl sulfite

Preparation of diethyl sulfite

Alternative Names: ethyl sulfite; sulfurous acid, diethyl ester; Et2SO3

Preparation of diethyl sulfite (ethyl sulfite; sulfurous acid, diethyl ester; Et2SO3)

Preparation of diethyl sulfite (ethyl sulfite; sulfurous acid, diethyl ester; Et2SO3)

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. 32 ml (52 g) of redistilled (b.p. 78–80° C) thionyl chloride are placed in the flask and 51 ml (40 g) of anhydrous ethanol in the dropping funnel. The flask is cooled in ice and the diethyl alcohol is added dropwise while stirring over 1 hour. When all ethanol 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 diethyl sulfite is distilled collecting the fraction boiling at 156-157° C. The yield of diethyl sulfite is 40 g.

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

IUPAC Name

diethyl sulfite

InChI

InChI=1S/C4H10O3S/c1-3-6-8(5)7-4-2/h3-4H2,1-2H3

InChI Key

NVJBFARDFTXOTO-UHFFFAOYSA-N

Canonical SMILES

CCOS(=O)OCC

Depositor-Supplied Synonyms

Diethyl sulfite, 623-81-4, Ethyl sulfite, Sulfurous acid, diethyl ester, Diethyl sulphite, Ethyl sulfite, (Et2SO3), DIETHYLSULFITE, NSC 8838, NVJBFARDFTXOTO-UHFFFAOYSA-N, EINECS 210-815-5, SBB060108, TL 158, (ethoxysulfinyl)ethoxy, BRN 1701906, diethylsulfit, AC1Q6YQ0, sulfurous acid diethyl ester, Sulphurous acid diethyl ester, KSC492I3N, SCHEMBL276169, ACMC-209n32, (C2H5O)2SO, 226246_ALDRICH, AC1L1Z29, Diethyl ester of sulfurous acid, CTK3J2436, NSC8838, MolPort-001-783-763, ACN-S002706, NSC-8838, 7113AF, ANW-34188, ZINC01648263, AKOS015843675, RL04370, RTC-040314, TRA0015901, AN-46788, CJ-05927, CJ-26637, DB-054150, LS-148258, TC-040314, TL8004136, D0528, FT-0624860, ST51046349, 4-01-00-01324 (Beilstein Handbook Reference), A833750, I09-0348, 3B3-027198, InChI=1/C4H10O3S/c1-3-6-8(5)7-4-2/h3-4H2,1-2H

Removed Synonyms

CID12197

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