Synthesis of 4-chloro-1-butanol

Preparation of 4-chloro-1-butanol

Preparation of 4-chloro-1-butanol

Preparation of 4-chloro-1-butanol

4-Chloro-1-butanol is obtained simply by leading hydrogen chloride into boiling tetrahydrofuran until the temperature of the boiling mixture reaches 103.5-105.5°C (ca. 5 hours). 4-Chloro-1-butanol  is isolated in 54-57% yield by distillation in a vacuum, at 15 mm, much hydrochloric acid being at first evolve. 4-Chloro-1-butanol 84-85 °C/16 mmHg.

J. Amer. Chem. Soc, 56, 1596 (1934).

Org. Syn., Coll. Vol. II, 571 (1943).

IUPAC Name

4-chlorobutan-1-ol

InChI

InChI=1S/C4H9ClO/c5-3-1-2-4-6/h6H,1-4H2

InChI Key

HXHGULXINZUGJX-UHFFFAOYSA-N

Canonical SMILES

C(CCCl)CO

MeSH Synonyms

4-chloro-1-butanol

Depositor-Supplied Synonyms

4-Chloro-1-butanol, 4-Chlorobutan-1-ol, 928-51-8, Tetramethylene chlorohydrin, 4-Chlorobutanol, 1-BUTANOL, 4-CHLORO-, 4-Chloro-1-butane-ol, 4-Chlorbutan-1-ol, 1320-66-7, 4-chloro-butan-1-ol, 1-Butanol,4-chloro-, 4-Chlorbutan-1-ol [German], CCRIS 7507, CHEBI:87310, HXHGULXINZUGJX-UHFFFAOYSA-N, EINECS 213-175-5, MFCD00002967, NSC 10810, SBB002444, BRN 1731408, AI3-14616, 4-chloranylbutan-1-ol, 4-hydroxybutyl chloride, PubChem23235, BUTYLENE CHLOROHYDRIN, SCHEMBL1041, WLN: Q4G, hydroxypropyl methyl chloride, UNII-42EI3I5AY0, KSC180K0N, 278823_ALDRICH, 42EI3I5AY0, CHEMBL2260957, DTXSID2061301, 23960_FLUKA, CTK0I0506, 4-CHLOROBUTANOL-1, 75%, AC1L2203, ACT03056, NSC10810, STR03656, ZERO/004059, ZINC1712476, 7271AF, ANW-43925, NSC-10810, STL481896, ZINC01712476, AKOS009031610, FR-0443, MCULE-3507644812, RP18910, TRA0035385, AK164413, AN-22254, AN-49061, CJ-06793, CJ-29024, LS-46463, OR000321, SC-17604, DB-027021, KB-190315, TC-030988, TL8005901, FT-0617978, ST51046419, 4-01-00-01550 (Beilstein Handbook Reference), A844366, I14-0088, InChI=1/C4H9ClO/c5-3-1-2-4-6/h6H,1-4H, F0001-2232

Removed Synonyms

Chlorobutanol, Chlorbutol, C4H9ClO, MolPort-001-757-740, CID13569, c0144, Thiocyanic acid, 2-chloroethyl ester, RTC-030988, 100367-39-3

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