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537705

Sigma-Aldrich

5-Methyl-2-hexanone

99%

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Synonym(s):
MIAK, Isobutylacetone, Isopentyl methyl ketone
Linear Formula:
(CH3)2CHCH2CH2COCH3
CAS Number:
110-12-3
Molecular Weight:
114.19
Beilstein:
506163
EC Number:
203-737-8
MDL number:
MFCD00008950
PubChem Substance ID:
329757991
NACRES:
NA.21

vapor density

3.94 (vs air)

Quality Level

100

vapor pressure

4.5 mmHg ( 20 °C)

Assay

99%

form

liquid

autoignition temp.

797 °F

expl. lim.

1.35-8.2 %, 93 °F

impurities

≤0.05% (water)

refractive index

n20/D 1.406 (lit.)

bp

145 °C (lit.)

mp

-74 °C

solubility

water: soluble 5.4 g/L at 25 °C

density

0.814 g/mL at 25 °C (lit.)

SMILES string

CC(C)CCC(C)=O

InChI

1S/C7H14O/c1-6(2)4-5-7(3)8/h6H,4-5H2,1-3H3

InChI key

FFWSICBKRCICMR-UHFFFAOYSA-N

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General description

5-Methyl-2-hexanone (methyl isoamyl ketone, MIAK) is an aliphatic ketone. Its ability to elicit germination response in uredospores of certain species of rust has been investigated. The near-UV absorption cross section and absorption spectrum of MIAK were measured and employed to determine its photolysis lifetime. The dynamics of the Norrish Type-II reaction of MIAK has been studied using femtosecond time-resolved mass spectrometry.

Application

5-Methyl-2-hexanone may be used to synthesize N,N′-bis(1,4-dimethylpentyl)-p-phenylenediamine (BMPPD) via reductive alkylation of p-nitroaniline in the presence of copper-based catalysts.

Pictograms

FlameExclamation mark
GHS02,GHS07

Signal Word

Warning

Hazard Statements

H226 - H332

Hazard Classifications

Acute Tox. 4 Inhalation - Flam. Liq. 3

Storage Class Code

3 - Flammable liquids

WGK

WGK 1

Flash Point(F)

104.0 °F - closed cup

Flash Point(C)

40 °C - closed cup

Regulatory Information

危险化学品

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Germination responses of several species of rust spores to 5-methyl-2-hexanone, isomers of ionone, and other structurally related flavor compounds.
French RC.
Journal of Agricultural and Food Chemistry, 31(2), 423-427 (1983)
Study on Copper-based Catalysts for Synthesis of N,N'-bis(1,4-dimethylpentyl)-p-phenylenediamine from Reductive Alkylation of p-Nitroaniline with 5-Methyl-2-hexanone
Pan ZD, et al.
Catalysis Letters, 122(1-2), 115-120 (2008)
The near-UV absorption cross sections for several ketones.
Yujing M and Mellouki A.
Journal of Photochemistry and Photobiology A: Chemistry, 134(1), 31-36 (2000)
Femtosecond Dynamics of Norrish Type-II Reactions: Nonconcerted Hydrogen-Transfer and Diradical Intermediacy.
Feyter SD, et al.
Angewandte Chemie (International Edition in English), 39(1), 260-263 (2000)
G V Katz et al.
Fundamental and applied toxicology : official journal of the Society of Toxicology, 6(3), 498-505 (1986-04-01)
Rats were exposed by inhalation, 6 hr/day, 5 days/week, to target vapor concentrations of 2000, 1000, or 0 ppm of methyl isoamyl ketone (MIAK) for 12 exposures spanning 16 days, and 2000, 1000, 200, or 0 ppm for 69 exposures

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