Synthesis of 2-hexanone

Preparation of 2-hexanone

Preparation of 2-hexanone

Preparation of 2-hexanone

A mixture of 1 g of mercury(II) sulfate, 1 g of concentrated sulfuric acid, and 150 g of 70% methanol (or 150 g of 70% acetone or 50 g of 60% acetic acid) is warmed to 60° in a 500-ml three-necked flask fitted with a stirrer, dropping funnel, and reflux condenser. 1-Hexyne (41.0 g, 0.5 mole) is dropped in, with stirring, within 1 hour. The mixture is stirred for a further 3 hours at the temperature stated, then cooled, and worked up. The methanol (or acetone) is distilled off and the 2-hexanone is salted out from the residue by solid sodium chloride. The ketone layer is separated, washed, neutralized, dried over calcium chloride, and distilled, giving 78.8% of 2-hexanone, b.p. 120°. When acetic acid has been used as solvent, it is neutralized with sodium carbonate solution before working up as above.

J. Amer. Chem. Soc, 60, 718 (1938).

IUPAC Name

hexan-2-one

InChI

InChI=1S/C6H12O/c1-3-4-5-6(2)7/h3-5H2,1-2H3

InChI Key

QQZOPKMRPOGIEB-UHFFFAOYSA-N

Canonical SMILES

CCCCC(=O)C

MeSH Synonyms

2 Hexanone, 2-Hexanone, Butylmethyl Ketone, Hexan 2 one, Hexan-2-one, Ketone, Butylmethyl, Ketone, Methyl n-Butyl, Methyl n Butyl Ketone, Methyl n-Butyl Ketone, n-Butyl Ketone, Methyl

Depositor-Supplied Synonyms

2-HEXANONE, Hexan-2-one, 591-78-6, Hexanone, Propylacetone, n-Butyl methyl ketone, Butyl methyl ketone, 2-Oxohexane, Methyl N-butyl ketone, Methyl butyl ketone, Hexanone-2, Ketone, butyl methyl, MNBK, 2-Hexanone Methyl n-butyl ketone, n-C4H9COCH3, HSDB 543, QQZOPKMRPOGIEB-UHFFFAOYSA-N, EINECS 209-731-1, MBK, BRN 1737676, 30637-87-7, hexane one, 2-hexanal, hexane-2-one, 2 -hexanone, Butanone, ethyl-, methyl-4-pentanone, MBK|, ACMC-209mb7, UNII-6QDY60NH6N, AC1L1XO0, 6QDY60NH6N, SCHEMBL43282, 47733U_SUPELCO, KSC223M0P, 2-hexanone_GurudeebanSatyavani, 103004_ALDRICH, AC1Q2V81, CCRIS 8810, CHEMBL195861, DTXSID0022068, 02473_FLUKA, CHEBI:89206, CTK1C3607, HMDB05842, BB_SC-6917, 103004_SIAL, STR04219, ZINC2034597, 7510AF, ANW-33185, BBL011434, LMFA12000048, MFCD00009482, SBB061262, STL146542, ZINC02034597, AKOS000118992, MCULE-3554390184, RP18709, TRA-0205942, AN-21543, CJ-07522, CJ-31901, LP027947, LS-75436, OR010868, OR290906, DB-003271, KB-171983, TR-020540, FT-0612492, ST51047300, 26072-EP2287159A1, 26072-EP2314558A1, 74377-EP2269986A1, 74377-EP2281821A1, 74377-EP2308857A1, 74377-EP2380568A1, 74378-EP2308857A1, 4-01-00-03298 (Beilstein Handbook Reference), A801945, A832195, I14-4180, F0001-1552, InChI=1/C6H12O/c1-3-4-5-6(2)7/h3-5H2,1-2H

Removed Synonyms

Volatile oil, GC-Ms analysis, 2 Hexanone, Butylmethyl Ketone, Hexan 2 one, Ketone, Butylmethyl, Citrullus colocynthis, Methyl n Butyl Ketone, Ketone, Methyl n-Butyl, n-Butyl Ketone, Methyl, C6H12O, MolPort-001-759-240, CID11583, RTR-020540, H0114, D008742, 108-94-1

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