Synthesis of 2-methyl-3-buten-2-ol

Preparation of 2-methyl-3-buten-2-ol (2-methylbut-3-en-2-ol; methylbutenol; 3-buten-2-ol, 2-methyl-; 3-hydroxy-3-methyl-1-butene)

Preparation of 2-methyl-3-buten-2-ol (2-methylbut-3-en-2-ol; methylbutenol; 3-buten-2-ol, 2-methyl-; 3-hydroxy-3-methyl-1-butene)

Preparation of 2-methyl-3-buten-2-ol (2-methylbut-3-en-2-ol; methylbutenol; 3-buten-2-ol, 2-methyl-; 3-hydroxy-3-methyl-1-butene)

A solution containing 336 g of 2-methyl-3-butyn-2-ol in an equal volume of light petroleum is treated with 16.8 g of quinoline and 30 g of Lindlar catalyst. The mixture is cooled to 10° C and shaken in an atmosphere of hydrogen until 4 moles of hydrogen are absorbed. After about 3-5 hours the absorption slackens markedly and the catalyst is then filtered off and the product purified by distillation through a filled column yielding 94% (323 g) of 2-methyl-3-buten-2-ol (m.p. 97-98° C; nD=1.4141 at 25 ° C).

J. Org. Chem., 22, 1611 (1957);

J. Org. Chem., 23, 153 (1958).

IUPAC Name

2-methylbut-3-en-2-ol

InChI

InChI=1S/C5H10O/c1-4-5(2,3)6/h4,6H,1H2,2-3H3

InChI Key

HNVRRHSXBLFLIG-UHFFFAOYSA-N

Canonical SMILES

CC(C)(C=C)O

MeSH Synonyms

2-methyl-3-buten-2-ol, 3-hydroxy-3-methylbutene, 3-hydroxy-3-methylbutene, aluminum salt, 3-hydroxy-3-methylbutene, geranium (4+) salt, 3-hydroxy-3-methylbutene, niobium (5+) salt, 3-hydroxy-3-methylbutene, tantalum salt, 3-hydroxy-3-methylbutene, titanium salt, dimethylvinylcarbinol

Depositor-Supplied Synonyms

2-METHYL-3-BUTEN-2-OL, 2-Methylbut-3-en-2-ol, 115-18-4, Methylbutenol, 3-Buten-2-ol, 2-methyl-, 3-Hydroxy-3-methyl-1-butene, Dimethylvinylcarbinol, Dimethylvinylmethanol, Vinyldimethylcarbinol, 1,1-Dimethylallyl alcohol, 3-Methyl-1-buten-3-ol, 1,1-Dimethyl-2-propenol, 2-Methyl-3-butene-2-ol, 1,1-Dimethylallyl alchol, 3-Hydroxy-3-methylbutene, 1-Buten-3-ol, 3-methyl-, 2-Methyl-2-hydroxy-3-butene, 2-Methyl-3-buten-2-yl alcohol, NSC 15977, .alpha.,.alpha.-Dimethylallyl alcohol, 1,1-Dimethyl-2-propanol, alpha,alpha-Dimethylallyl alcohol, 3-Methyl-buten-(1)-ol-(3), HNVRRHSXBLFLIG-UHFFFAOYSA-N, EINECS 204-068-4, BRN 1698263, 3-Methyl-buten-(1)-ol-(3) [German], 3-Butyn-2-ol, 2-methyl- (8CI,9CI), AI3-23122, 2-vinyl-2-propanol, dimethyl vinyl carbinol, 3-methyl-buten-3-ol, 1-dimethyl-2-propenol, 1-dimethylallyl alcohol, AC1L1QLP, AC1Q1NNW, ACMC-1C7AH, 2-methylbut-3-ene-2-ol, 3-Methyl-1-butene-3-ol, 2-methyl-but-3-en-2-ol, 3-methyl-but-1-en-3-ol, CH2=CHC(CH3)2OH, DSSTox_CID_27471, UNII-SH64HE46L9, DSSTox_GSID_47471, 2-Methyl but-3-ene-2-ol, KSC175E7B, W503908_ALDRICH, 3-methyl-3-hydroxybut-1-ene, 136816_ALDRICH, AC1Q718W, C5H10O, SH64HE46L9, 1,1-Dimethyl-2-propen-1-ol, Jsp001113, STOCK1N-73566, CTK0H5270, 1,1-dimethyl-2-propenyl alcohol, MolPort-001-792-058, NSC15977, Tox21_303823, 7316AF, ANW-16850, AR-1E3874, NSC-15977, ZINC01733761, AKOS009156785, MCULE-5809739830, RTR-034118, TRA0020327, NCGC00357265-01, AN-22741, CAS-115-18-4, CJ-29489, KB-68998, LS-47240, DB-060705, TR-034118, FT-0612937, M0178, 4-01-00-02132 (Beilstein Handbook Reference), I14-17405, 3B3-033163, InChI=1/C5H10O/c1-4-5(2,3)6/h4,6H,1H2,2-3H

Removed Synonyms

isoprenyl alcohol, CID8257, 68278-01-3

Share This

Leave a Reply

Your email address will not be published. Required fields are marked *