Synthesis of diisopentyl sulfide

Preparation of diisopentyl sulfide

Preparation of diisopentyl sulfide

Preparation of diisopentyl sulfide

98.9 g. of isoamyl bromide are added slowly to a solution of 116.7 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 59 %, and the product boils at 214°.

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

IUPAC Name

3-methyl-1-(3-methylbutylsulfanyl)butane

InChI

InChI=1S/C10H22S/c1-9(2)5-7-11-8-6-10(3)4/h9-10H,5-8H2,1-4H3

InChI Key

JWEWNTJADCWFRP-UHFFFAOYSA-N

Canonical SMILES

CC(C)CCSCCC(C)C

Depositor-Supplied Synonyms

Diisopentyl sulfide, DIISOAMYL SULFIDE, 544-02-5, Isoamyl sulfide, Isopentyl sulfide, Butane, 1,1′-thiobis[3-methyl-, JWEWNTJADCWFRP-UHFFFAOYSA-N, 3-methyl-1-(3-methylbutylsulfanyl)butane, Butane, 1,1′-thiobis(3-methyl-, Diisopentyl sulphide, PubChem21970, DIISOPENTYLSULFIDE, ACMC-1BMQ3, Di(3-methylbutyl) sulfide, AC1L1WE2, AC1Q1PI2, 2,8-Dimethyl-5-thianonane, 554952_ALDRICH, SCHEMBL1114588, CTK5A0859, Butane,1,1′-thiobis[3-methyl-, MolPort-001-798-164, 1-isopentylsulfanyl-3-methyl-butane, ACT05644, ZINC2034831, 5782AF, ZINC02034831, 1-(Isopentylsulfanyl)-3-methylbutane, 3-methyl-1-(3-methylbutylthio)butane, AKOS015897537, MCULE-3207375980, AN-45790, KB-49946, LP004849, OR282052, AI3-18864, TC-167169, 3-methyl-1-[(3-methylbutyl)sulfanyl]butane, FT-0624978, ST50410311, A830160, I09-1276

Removed Synonyms

CID10990

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