Synthesis of diethyl sulfide

Preparation of diethyl sulfide

Preparation of diethyl sulfide

Preparation of diethyl 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 ethyl 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, diethyl sulfide is distilled yielding 65%, b.p. 91 °C, nD20 1.4423.

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

diethyl sulfide

Depositor-Supplied Synonyms

Diethyl sulfide, Ethyl sulfide, 352-93-2, 3-Thiapentane, Diethylthioether, Ethyl thioether, Thioethyl ether, Ethane, 1,1′-thiobis-, 1,1′-THIOBISETHANE, Ethylthioethane, Diethyl sulphide, Ethyl monosulfide, Diethyl thioether, Diethylsulfid, Sulfodor, ethylsulfanylethane, Ethylsulfide, Sulfodor [Czech], 1,1-Thiobisethane, 1,1′-thiodiethane, (ethylsulfanyl)ethane, Diethylsulfid [Czech], 1-(Ethylsulfanyl)ethane, NSC 75157, CHEBI:27710, HSDB 5563, LJSQFQKUNVCTIA-UHFFFAOYSA-N, (C2H5)2S, EINECS 206-526-9, UN2375, AI3-18785, diethylsulfide, ethyl sulfidr, (ethylthio)ethane, ethylsulfanyl-ethane, Ethane,1′-thiobis-, ACMC-1CROR, AC1L1TFA, 1,1′-sulfanediyldiethane, Disulfides, C2-7-alkyl, DSSTox_CID_7146, (C2-C7) Alkyldisulfides, 1-(Ethylsulfanyl)ethane #, DSSTox_RID_78324, DSSTox_GSID_27146, KSC222O7T, UNII-9191Y76OTC, W382501_ALDRICH, 107247_ALDRICH, AC1Q7E60, CHEMBL117181, WLN: 2S2, Jsp006363, CTK1C2779, MolPort-003-925-822, 9191Y76OTC, LTBB003004, NSC75157, ZINC1529401, EINECS 273-597-0, Tox21_200927, ANW-28164, AR-1I4801, MFCD00009270, NSC-75157, ZINC01529401, AKOS015843725, MCULE-6480710239, RP18546, RTC-020289, TRA0097064, UN 2375, NCGC00248878-01, NCGC00258481-01, AJ-26591, AN-23414, CAS-352-93-2, CJ-23888, KB-71361, LS-68562, OR020274, OR139909, DB-048771, TC-020289, E0176, FT-0609146, FT-0624859, C02272, Diethyl sulfide [UN2375] [Flammable liquid], Diethyl sulfide [UN2375] [Flammable liquid], 146504-EP2270003A1, 146504-EP2292597A1, A822711, I09-0153, 3B3-023622, InChI=1/C4H10S/c1-3-5-4-2/h3-4H2,1-2H

Removed Synonyms

Tyrphostin AG 1296, CID9609, 146535-11-7, 68990-36-3, 71293-89-5

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