Synthesis of 2-methyl-butene-2

Preparation of 2-methyl-butene-2

Preparation of 2-methyl-butene-2

Preparation of 2-methyl-butene-2

36 ml of water are poured into a 200 ml round-bottomed flask and cautiously mixed with 18 ml of concentrated sulfuric acid. The solution of sulfuric acid is cooled and mixed with 30 g (or 36 ml) of tert-amyl alcohol (2-methyl-2-butanol ). The mixture is shaken thoroughly, then placed in a distillation flask fitted with a condenser, a receiver and heated on the steam bath. The flask is heated until the distillation of the 2-methyl-butene-2 has practically ceased (1-2 hr.) and the distillate collects in a receiving flask packed in an ice bath. To remove traces of sulfurous acid from the 2-methyl-butene-2 the distillate is transferred to a separatory funnel and treated with 10 ml of 10% sodium hydroxide solution. 2-methyl-butene-2 is dried by allowing to stand for about one-half hour with anhydrous calcium chloride. The dried 2-methyl-butene-2 is decanted into a distilling flask of suitable size, which is fitted with a thermometer a condenser, and receiver. The fraction passing at 37-43° C is collected yielding 84% of 2-methyl-butene-2. Pure 2-methyl-butene-2 boils at 38.4° C.

Experiments in Organic Chemistry, L. F. Fieser, 46-47, 1941

IUPAC Name

2-methylbut-2-ene

InChI

InChI=1S/C5H10/c1-4-5(2)3/h4H,1-3H3

InChI Key

BKOOMYPCSUNDGP-UHFFFAOYSA-N

Canonical SMILES

CC=C(C)C

Depositor-Supplied Synonyms

2-Methyl-2-butene, 2-Methylbut-2-ene, Trimethylethylene, 513-35-9, 2-Butene, 2-methyl-, n-Amylene, AMYLENE, 3-Methyl-2-butene, beta-Isoamylene, Ethylene, trimethyl-, 1,1,2-Trimethylethylene, .beta.-Isoamylene, 2-Methylbutene-2, (CH3)2C=CHCH3, dimethylpropylene, BKOOMYPCSUNDGP-UHFFFAOYSA-N, NSC 74118, b-isoamylene, Methyl butene, trimethyl ethene, Amylene (VAN), 2-methyl 2-butene, 2-methyl-2 butene, 2-Methyl-2-buten, Isopentene (Related), 2-methy-but-2-ene, PubChem2026, 2-methyl-but-2-ene, 1,2-Trimethylethylene, Methyl butene (Related), ACMC-209kt4, UN 2371 (Related), UNII-HR68LQ4T3X, AC1L1VG1, 2-Methyl-2-butene solution, HR68LQ4T3X, M32704_ALDRICH, 2-Methyl-2-butene [UN2460] [Flammable liquid], KSC270K3P, 86262_ALDRICH, 304042_ALDRICH, 379263_ALDRICH, 66050_FLUKA, 86262_FLUKA, CHEBI:77916, CTK1H0537, HSDB 2072, M32704_SIAL, WLN: 2UY1&1, MolPort-001-783-187, LTBB002026, 379263_SIAL, NSC74118, EINECS 208-156-3, ANW-31238, NSC-74118, UN2460, AKOS009157092, RTR-018293, TRA0062433, UN 2460, AN-23496, CJ-06639, CJ-28594, KB-25223, SC-04949, AI3-37711, TR-018293, FT-0612916, M0708, P0067, 19239-EP2277858A1, 19239-EP2287153A1, 19239-EP2289868A1, 19239-EP2295401A2, 19239-EP2301922A1, 19239-EP2305684A1, 19239-EP2308861A1, 19239-EP2314576A1, 203980-EP2277867A2, 203980-EP2280003A2, A828541, 3B4-0722, InChI=1/C5H10/c1-4-5(2)3/h4H,1-3H, I14-19048, UNII-F238I92ISV component BKOOMYPCSUNDGP-UHFFFAOYSA-N

Removed Synonyms

Isoamylene, |A-isoamylene, PENTENE, CID10553, 3-METHYLBUT-3-ENYL TRIHYDROGEN DIPHOSPHATE, A07603500, A076035000, 109-67-1, IPE

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