Synthesis of dipropyl sulfide

Preparation of dipropyl sulfide

Preparation of dipropyl sulfide

Preparation of dipropyl 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 propyl 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, dipropyl sulfide is distilled yielding 70%, b.p. 142 °C, nD20 1.4473.

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





InChI Key


Canonical SMILES


MeSH Synonyms

1,1′-thiobispropane, dipropyl sulfide

Depositor-Supplied Synonyms

Dipropyl sulfide, Propyl sulfide, 111-47-7, Di-n-propyl sulfide, Propane, 1,1′-thiobis-, Dipropyl thioether, Propyl monosulfide, di-N-propylsulfide, 4-THIAHEPTANE, Dipropyl sulphide, n-Propyl sulfide, 1-(Propylsulfanyl)propane, 1,1′-thiodipropane, dipropylsulfide, 1-propylsulfanylpropane, NSC 78429, UNII-Q6J7GNX8F9, propylthiopropane, CCRIS 3253, ZERULLAPCVRMCO-UHFFFAOYSA-N, EINECS 203-873-8, SBB061017, AI3-18787, 1,1′-Thiobispropane, Propylsulfide, Di-n-propyl thioether, Propane,1′-thiobis-, Propyl sulfide (8CI), AC1L1QB2, AC1Q7E6S, Q6J7GNX8F9, SCHEMBL42070, 1-(Propylsulfanyl)propane #, P54280_ALDRICH, KSC179S6D, ACMC-20999q, Jsp000863, (n-C3H7)2S, CTK0H9961, MolPort-001-756-858, NSC78429, ZINC1718826, 7569AF, ANW-16284, AR-1I6289, MFCD00009379, NSC-78429, STL453665, ZINC01718826, AKOS015897423, MCULE-5531652471, TRA0009270, AN-22662, CJ-06841, CJ-29158, KB-60004, LP067551, OR025480, DB-003767, LS-184869, RT-000092, FT-0614100, FT-0614101, FT-0614103, FT-0625004, FT-0631633, P0532, ST51047097, I09-0179, Q-100725, 3B3-023539, I14-112182, UNII-E1938933XB component ZERULLAPCVRMCO-UHFFFAOYSA-N, InChI=1/C6H14S/c1-3-5-7-6-4-2/h3-6H2,1-2H

Removed Synonyms

Propyl disulfide, 3,5-Dimethyl-4-nitroisoxazole, C6H14S, CID8118, A2256, C087894, 1123-49-5

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