Synthesis of pinacolone

Preparation of pinacolone (3,3-dimethyl-2-butanone)

Preparation of pinacolone (3,3-dimethyl-2-butanone)

Preparation of pinacolone (3,3-dimethyl-2-butanone)

20 grams of pinacol hydrate are dissolved in the warm solution of a mixture of 80 of water and 20 ml of concentrated sulfuric acid and the mixture is boiled for 15 minutes under reflux. When the reaction is complete the solution is cooled and transferred in the flask for the distillation. The distillation is performed until no more pinacolone comes over. The upper layer containing crude pinacolone is separated by the means of the separatory funnel, dried over calcium chloride, filtered. In order to obtain pure product, the crude pinacolone is redistilled by collecting fraction passing at 103° C to 106° C.

Experiments in Organic Chemistry, L. F. Fieser, 101-102, 1941

IUPAC Name

3,3-dimethylbutan-2-one

InChI

InChI=1S/C6H12O/c1-5(7)6(2,3)4/h1-4H3

InChI Key

PJGSXYOJTGTZAV-UHFFFAOYSA-N

Canonical SMILES

CC(=O)C(C)(C)C

MeSH Synonyms

3,3-dimethyl-2-butanone, pinacolone

Depositor-Supplied Synonyms

Pinacolone, 3,3-DIMETHYL-2-BUTANONE, 3,3-dimethylbutan-2-one, tert-Butyl methyl ketone, 75-97-8, t-Butyl methyl ketone, Pinacolin, Methyl tert-butyl ketone, Pinacoline, 2-Butanone, 3,3-dimethyl-, Pinakolin, 2,2-Dimethylbutanone, 3,3-Dimethylbutanone, Methyl t-butyl ketone, 3,3-Dimethyl-butan-2-one, 1,1,1-Trimethylacetone, Ketone, tert-butyl methyl, 2,2-Dimethyl-3-butanone, Ketone, t-butyl methyl, Pinakolin [German], Methyltert-butyl ketone, NSC 935, 3,3-dimethylbutan-2-on, UNII-3U1AAG3528, HSDB 5210, PJGSXYOJTGTZAV-UHFFFAOYSA-N, EINECS 200-920-4, SBB060385, BRN 1209331, AI3-03075, alpha,alpha,alpha-Trimethylacetone, t-butylmethylketone, methyl-t-butylketone, 1,1-Trimethylacetone, tert-C4H9COCH3, tert-butyl-methyl ketone, AC1L1MHF, 2-Butanone,3-dimethyl-, DSSTox_CID_1752, 2,2-Dimethyl-3-oxobutane, AC1Q1JA4, AC1Q1JA5, AC1Q5C9O, 3,3-dimethyl butan-2-one, DSSTox_RID_76305, DSSTox_GSID_21752, SCHEMBL43148, P45605_ALDRICH, KSC377O0P, NSC935, CHEMBL3183565, 1,1-Dimethylethyl methyl ketone, 80570_FLUKA, CTK2H7707, NSC-935, MolPort-000-158-308, 3U1AAG3528, WLN: 1X1&1&V1, Tox21_200060, ANW-46164, AR-1E8727, BBL005590, STL134907, ZINC01587715, AKOS000118891, MCULE-9731323161, RP18707, RTR-032404, TRA0065694, CAS-75-97-8, NCGC00248508-01, NCGC00257614-01, AK-70979, AN-23883, CJ-05564, CJ-25354, KB-28003, LS-46709, SC-18255, TL8005190, TR-032404, D0692, FT-0658979, H2932, ST50214571, W8304, 120733-EP2289879A1, 120733-EP2298729A1, 133918-EP2287141A1, 133918-EP2295430A2, 133918-EP2295431A2, 3B4-1368, I14-0210, T7106847, InChI=1/C6H12O/c1-5(7)6(2,3)4/h1-4H, F1908-0095, 3,3-Dimethylbutan-2-one, Methyl t-butyl ketone, Pinacolin, Pinacolone, tert-Butyl methyl ketone

Removed Synonyms

CID6416, c1100, 4-01-00-03310 (Beilstein Handbook Reference), 80045-69-8

 

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