Synthesis of dibutyl sulfide

Preparation of dibutyl sulfide

Preparation of dibutyl sulfide

Preparation of dibutyl sulfide

1.5 mole of sodium sulfide nonahydrate is dissolved in 250 ml of water and 50 ml of methanol in a three-necked flask fitted with a reflux condenser, dropping funnel, and stirrer. Then 2 moles of the appropriate butyl bromide is added and the mixture is boiled under reflux with very vigorous stirring for 5 hours. After cooling, the reaction mixture is extracted with ether, the ethereal layer is separated off, the aqueous solution is additionally extracted several times with ether several times, and the combined organic phases are washed with 10% caustic sodium carbonate and finally with water. After drying with calcium chloride, dibutyl sulfide is distilled yielding 70%, b.p. 75° C/10mm, nD20 1.4529.

Organicum. Practical Handbook of Organic Chemistry, by Heinz Becker, Werner Berger and Günter Domschke, Addison-Wesley Pub. Co, 215-216, (1973)

IUPAC Name

1-butylsulfanylbutane

InChI

InChI=1S/C8H18S/c1-3-5-7-9-8-6-4-2/h3-8H2,1-2H3

InChI Key

HTIRHQRTDBPHNZ-UHFFFAOYSA-N

Canonical SMILES

CCCCSCCCC

MeSH Synonyms

dibutyl sulfide

Depositor-Supplied Synonyms

Dibutyl sulfide, Butyl sulfide, 544-40-1, n-Butyl sulfide, Butylthiobutane, Di-n-butyl sulfide, Dibutyl sulphide, Butane, 1,1′-thiobis-, Butyl monosulfide, Dibutyl thioether, Thiononane-5, n-Dibutyl sulfide, 5-THIANONANE, Di-n-butylsulfide, 1,1′-thiodibutane, 1-butylsulfanylbutane, Dibutylsulfide, n-Butyl-sulfide, 1-(Butylsulfanyl)butane, NSC 8460, 1,1′-Thiobis(butane), UNII-3E3H471GA3, FEMA No. 2215, HTIRHQRTDBPHNZ-UHFFFAOYSA-N, EINECS 208-870-5, SBB060667, BRN 1732829, AI3-18788, n-butylsulfide, Thianonane-5, Sulfide, n-butyl-, 1-(butylthio)butane, 1,1′-Thiobisbutane, Butane,1′-thiobis-, ACMC-1AKFV, AC1L1WEZ, Butane,1,1′-thiobis-, DSSTox_CID_2058, 1-(Butylsulfanyl)butane #, DSSTox_RID_76475, HYDRANAL(R)-Coulomat CG, DSSTox_GSID_22058, SCHEMBL21882, KSC911Q7B, B101796_ALDRICH, W221503_ALDRICH, (n-C4H9)2S, 34840_FLUKA, CTK8B1870, NSC8460, MolPort-003-930-753, 3E3H471GA3, NSC-8460, ZINC1586752, Tox21_300985, ANW-32079, ZINC01586752, AKOS015897454, LS-2609, MCULE-3121918458, RP21090, RTR-019248, NCGC00248244-01, NCGC00254887-01, AN-21361, CAS-544-40-1, LP092207, M134, OR039646, B0740, FT-0623322, FT-0625168, ST51046804, 4-01-00-01559 (Beilstein Handbook Reference), A830181, I09-0089, I09-1149, Q-100614, InChI=1/C8H18S/c1-3-5-7-9-8-6-4-2/h3-8H2,1-2H

Removed Synonyms

C8H18S, CID11002

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