Synthesis of isobutyl sulfide

Preparation of isobutyl sulfide

Preparation of isobutyl sulfide

Preparation of isobutyl sulfide

106 g. of isobutyl bromide are added slowly to a solution of 195 g. of sodium sulfide nonahydrate in 500 ml. of ethanol. The mixture is heated to reflux for 2 hours, and after it is cooled to room temperature the precipitated oil is removed. The remaining liquid is poured into 750 ml. of 25% aqueous sodium chloride solution, and the precipitated oil is separated. The combined oil fractions are dried over anhydrous sodium sulfate and distilled twice through a 36-cm. Hempel fractionating column filled with glass beads. The yield based on bromide is 71%, and the product boils at 168°.

J. Am. Chem. Soc., 61, 84 (1939).





InChI Key


Canonical SMILES


Depositor-Supplied Synonyms

Isobutyl sulfide, Diisobutyl sulfide, 592-65-4, Isobutylsulfhydrate, Diisobutyl sulfide hydrate, Propane, 1,1′-thiobis[2-methyl-, Di(2-methylpropyl)sulfide hydrate, NSC 8461, Propane, 1,1′-thiobis(2-methyl-, SBB061180, SULFIDE, DIISOBUTYL-, HYDRATE, 2-methyl-1-(2-methylpropylthio)propane, BRN 1733069, AI3-18789, 2-methyl-1-(2-methylpropylsulfanyl)propane, 2-methyl-1-[(2-methylpropyl)sulfanyl]propane, Isobutylsulfide, Sulfide, hydrate, Diisobutyl sulphide, Sulfide, diisobutyl-, DIISOBUTYLSULFIDE, Isobutyl sulfide (8CI), ACMC-1B0ZR, (iso-C4H9)2S, AC1L1XQ3, Di(2-methylpropyl) sulfide, 2,6-dimethyl-4-thiaheptane, SCHEMBL575785, Propane,1′-thiobis[2-methyl-, UNII-7818B7Q97C, CTK5A9683, NSC8461, CMWSRWTXVQLHNX-UHFFFAOYSA-N, MolPort-019-999-079, 1,1′-Thiobis(2-methyl-propane), Propane,1,1′-thiobis[2-methyl-, NSC-8461, ZINC1586753, 8004AF, ANW-33209, ZINC01586753, AKOS006227956, 7818B7Q97C, MCULE-4278920085, WLN: 1Y1&1S1Y1&1 &QH, 1-(Isobutylsulfanyl)-2-methylpropane #, CJ-25301, OR012586, OR291049, DB-053353, LS-147927, Propane, 1,1′-thiobis(2-methyl-, hydrate, TC-121954, FT-0632464, I0098, ST51047231, A832233, Propane, 1,1′-thiobis(2-methyl-, hydrate (9CI), 3B3-051848, I14-106354, InChI=1/C8H18S/c1-7(2)5-9-6-8(3)4/h7-8H,5-6H2,1-4H

Removed Synonyms

CID11608, 4-01-00-01607 (Beilstein Handbook Reference)

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