P45605
3,3-Dimethyl-2-butanone
97%
Synonym(s):
α,α,α-Trimethylacetone, tert-Butyl methyl ketone, Pinacolone
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About This Item
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Quality Level
Assay
97%
refractive index
n20/D 1.396 (lit.)
bp
106 °C (lit.)
density
0.801 g/mL at 25 °C (lit.)
SMILES string
CC(=O)C(C)(C)C
InChI
1S/C6H12O/c1-5(7)6(2,3)4/h1-4H3
InChI key
PJGSXYOJTGTZAV-UHFFFAOYSA-N
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Application
3,3-Dimethyl-2-butanone is an aliphatic ketone can undergo asymmetric reduction to the corresponding alcohol with diisopinocampheylchloroborane with high enantiomeric excess.
Signal Word
Danger
Hazard Statements
Precautionary Statements
Hazard Classifications
Acute Tox. 4 Oral - Flam. Liq. 2
Storage Class Code
3 - Flammable liquids
WGK
WGK 2
Flash Point(F)
41.0 °F - closed cup
Flash Point(C)
5 °C - closed cup
Personal Protective Equipment
dust mask type N95 (US), Eyeshields, Gloves
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The Journal of organic chemistry, 66(11), 3930-3939 (2001-05-26)
To investigate the effects of electron-donating and electron-withdrawing substituents upon the reaction of porphyrins with osmium tetraoxide, and the pinacol-pinacolone rearrangement of the resulting diols, a series of meso-substituted porphyrins were prepared by total synthesis. Porphyrins with electron-donating substitutents at
Organic letters, 14(5), 1222-1225 (2012-02-22)
An efficient method for the construction of dihydroquinoline derivatives possessing a quaternary carbon center is developed by an application of Hg(OTf)(2)-catalyzed vinylogous semi-pinacol-type rearrangement. The reaction was found to be specifically catalyzed by mercury salt and to proceed via a
Highly efficient asymmetric reduction of. alpha.-tertiary alkyl ketones with diisopinocampheylchloroborane.
The Journal of Organic Chemistry, 51(17), 3394-3396 (1986)
Direct conversion of arylamines to pinacol boronates: a metal-free borylation process.
Angewandte Chemie (International ed. in English), 49(10), 1846-1849 (2010-02-04)
Chemical communications (Cambridge, England), (41)(41), 6201-6203 (2009-10-15)
We report a new and simple one-pot synthetic method to produce mesoporous silica and nanoporous solid acid catalyst capable of catalyzing pinacole-pinacolone rearrangement and esterification reactions, by preparing a solvent washable phosphonated triblock copolymer template and self-assembling it in the
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