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537721

Sigma-Aldrich

3-Methyl-2-butanone

99%

Synonym(s):

Isopropyl methyl ketone, Methyl isopropyl ketone

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About This Item

Linear Formula:
(CH3)2CHCOCH3
CAS Number:
563-80-4
Molecular Weight:
86.13
Beilstein:
1071238
EC Number:
209-264-3
MDL number:
MFCD00008919
UNSPSC Code:
12352115
PubChem Substance ID:
329757993
NACRES:
NA.21

Assay

99%

form

liquid

expl. lim.

0.34-6.3 %

refractive index

n20/D 1.388 (lit.)

bp

94-95 °C (lit.)

mp

−92 °C (lit.)

solubility

water: soluble 8.21 g/L at 20 °C

density

0.805 g/mL at 25 °C (lit.)

SMILES string

CC(C)C(C)=O

InChI

1S/C5H10O/c1-4(2)5(3)6/h4H,1-3H3

InChI key

SYBYTAAJFKOIEJ-UHFFFAOYSA-N

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General description

3-Methyl-2-butanone (Methyl isopropyl ketone, MIPK, isopropyl methyl ketone), an aliphatic ketone, is a volatile organic compound. Photodegradation of MIPK in gas-phase has been reported. Asymmetric hydrogenation of MIPK with high enantioselectivity in the presence of Rh-PennPhos (rhodium-P,P′-1,2-phenylenebis(endo-2,5-dialkyl-7-phosphabicyclo[2.2.1]heptane) complex has been reported.

Application

3-Methyl-2-butanone may be used to prepare (R)-3-methyl-2-butanol via asymmetric hydrogenation in the presence of a wool-Pd complex.

Pictograms

Flame
GHS02

Signal Word

Danger

Hazard Statements

H225

Hazard Classifications

Flam. Liq. 2

Storage Class Code

3 - Flammable liquids

WGK

WGK 1

Flash Point(F)

26.6 °F - closed cup

Flash Point(C)

-3 °C - closed cup

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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Highly enantioselective hydrogenation of simple ketones catalyzed by a Rh-PennPhos complex.
Jiang Q, et al.
Angewandte Chemie (International Edition in English), 37(8), 1100-1103 (1998)
Photocatalytic destruction of VOCs in the gas-phase using titanium dioxide.
Alberici RM and Jardim WF.
Applied Catalysis. B, Environmental, 14(1), 55-68 (1997)
Catalytic behavior of a Wool-Pd complex in asymmetric hydrogenation of diacetone alcohol and 3-methyl-2-butanone.
Yin MO, et al.
J. Mol. Catal. A: Chem., 147(1), 89-92 (1999)
Sami Sajjadifar et al.
Molecules (Basel, Switzerland), 15(4), 2491-2498 (2010-04-30)
Methyl indolenines (4a-c) and(5a-c) were prepared in high yield by a Fischer indole synthesis reaction of o,m-tolylhydrazine hydrochlorides (1a-b) with isopropyl methyl ketone (2) and 2-methylcyclohexanone (3) in acetic acid at room temperature. o,p- Nitrophenylhydrazines (1c-d) were reacted with 2-methylcyclohexanone
E M Gagan et al.
Archives of environmental contamination and toxicology, 52(3), 283-293 (2007-01-27)
Frequently the toxicity of an organic chemical mixture is close to dose-additive, even when the agents are thought to induce toxicity at different molecular sites of action. These findings appear to conflict with the hypothesis that a strictly dose-additive combined
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