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P45605

Sigma-Aldrich

3,3-Dimethyl-2-butanone

97%

Synonym(s):

α,α,α-Trimethylacetone, tert-Butyl methyl ketone, Pinacolone

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About This Item

Linear Formula:
CH3COC(CH3)3
CAS Number:
75-97-8
Molecular Weight:
100.16
Beilstein:
1209331
EC Number:
200-920-4
MDL number:
MFCD00008846
UNSPSC Code:
12352100
PubChem Substance ID:
24898551
NACRES:
NA.22

Quality Level

100

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.

Pictograms

FlameExclamation mark
GHS02,GHS07

Signal Word

Danger

Hazard Statements

H225,H302

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

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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Direct conversion of arylamines to pinacol boronates: a metal-free borylation process.
Fanyang Mo et al.
Angewandte Chemie (International ed. in English), 49(10), 1846-1849 (2010-02-04)
Makoto Shimizu et al.
Organic letters, 4(23), 4097-4099 (2002-11-09)
The pinacol reaction of beta-halogenated alpha,beta-unsaturated aldehydes was promoted by titanium tetraiodide to give coupling products in good yields with high dl-selectivity. Subsequent reduction with H(2)/Pd-C gave saturated vic-diols in good yields. Heck coupling reaction enabled the displacement of halogens
Richard E Mishler et al.
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
Keliang Gao et al.
Applied microbiology and biotechnology, 71(6), 819-823 (2006-02-21)
Enantioselective biotransformation of DL-1,2-propanediol to D-2-hydroxypropanic acid was first reported by the authors. In the biooxidation process, there were some by-product formed and thus influenced the e.e. value and output of the acid. Restricting oxygen in the reaction system and
Y Chen et al.
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
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