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Merck
CN

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

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

Key Documents

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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

signalword

Danger

hcodes

H225,H302

Hazard Classifications

Acute Tox. 4 Oral - Flam. Liq. 2

Storage Class

3 - Flammable liquids

wgk

WGK 2

flash_point_f

41.0 °F - closed cup

flash_point_c

5 °C - closed cup

ppe

Eyeshields, Faceshields, Gloves, type ABEK (EN14387) respirator filter

Regulatory Information

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Certificates of Analysis (COA)

Lot/Batch Number
STBL2019
MKCN4932
STBJ7686
MKCL5771
MKCL3439

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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
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
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)
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
Highly efficient asymmetric reduction of. alpha.-tertiary alkyl ketones with diisopinocampheylchloroborane.
Brown H C, et al.
The Journal of Organic Chemistry, 51(17), 3394-3396 (1986)
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Global Trade Item Number

SKUGTIN
P45605-100ML04061834374794
P45605-500ML04061834374800

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