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Sigma-Aldrich

4-Methyl-2-pentanone

≥99%

Synonym(s):

Isobutyl methyl ketone, Isopropylacetone, MIBK, Methyl isobutyl ketone

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About This Item

Linear Formula:
(CH3)2CHCH2COCH3
CAS Number:
108-10-1
Molecular Weight:
100.16
Beilstein/REAXYS Number:
605399
EC Number:
203-550-1
MDL number:
MFCD00008938
UNSPSC Code:
12352115
PubChem Substance ID:
329757992
NACRES:
NA.21

vapor density

3.5 (vs air)

Quality Level

100

vapor pressure

15.7 mmHg

assay

≥99%

form

liquid

autoignition temp.

840 °F

expl. lim.

1.2-8 %, 93 °F

impurities

≤0.1000% (water)

refractive index

n20/D 1.395 (lit.)

bp

117-118 °C

mp

−80 °C (lit.)

solubility

water: soluble 20 g/L

density

0.801 g/mL at 25 °C (lit.)

SMILES string

CC(C)CC(C)=O

InChI

1S/C6H12O/c1-5(2)4-6(3)7/h5H,4H2,1-3H3

InChI key

NTIZESTWPVYFNL-UHFFFAOYSA-N

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General description

4-Methyl-2-pentanone (Methyl isobutyl ketone, MIBK), an aliphatic ketone, is commonly used as an organic solvent. It is generally used as an extractant in atomic absorption spectrometry. Preparation of MIBK using 2-propanol as the precursor has been reported with yield as high as 25%. The rate constant for the reaction between OH radical and MIBK was found to be 1.40 ± 0.07×1011cm3molecule-1s-1. The kinetics and mechanism of photochemical reaction of MIBK in n-hexane solution has been studied. The microwave spectrum of MIBK has been recorded to obtain its rotational constants and centrifugal distortion constants.

Application

4-Methyl-2-pentanone may be used to prepare (R)-(-)-4-methyl-2-pentanol via asymmetric hydrogenation in the presence of silica-supported starch-polysulfosiloxane-platinum complex (SiO2-ST-Si-S-Pt).

signalword

Danger

Hazard Classifications

Acute Tox. 4 Inhalation - Carc. 2 Inhalation - Eye Irrit. 2 - Flam. Liq. 2 - STOT SE 3

target_organs

Central nervous system

supp_hazards

EUH066

wgk_germany

WGK 1

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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3-heptanone vs. 4-methyl-2-pentanone as extracting solvents in atomic absorption spectrophotometry.
Everson RJ and Parker HE.
Analytical Chemistry, 46(13), 2040-2042 (1974)
Temperature dependence of 4-methyl-2-pentanone photochemistry.
Encina MV, et al.
Journal of Photochemistry, 4(1), 75-89 (1975)
Ketone physics-structure, conformations, and dynamics of methyl isobutyl ketone explored by microwave spectroscopy and quantum chemical calculations.
Zhao Y, et al.
Chemical Physics Letters, 545, 9-13 (2012)
Relative rate constant measurements for the gas-phase reactions of hydroxyl radicals with 4-methyl-2-pentanone, trans-4-octene and trans-2-heptene
O'rji LN and Stone DA.
International Journal of Chemical Kinetics, 24(8), 703-710 (1992)
Catalytic behaviors of silica-supported starch-polysulfosiloxane-Pt complexes in asymmetric hydrogenation of 4-methyl-2-pentanone.
Huang K, et al.
Reactive functional Polymers, 50(3), 199-203 (2002)
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