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Merck
CN

332828

2-Butanone oxime

99%

Synonym(s):

Methyl ethyl ketoxime

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About This Item

Linear Formula:
C2H5C(=NOH)CH3
CAS Number:
Molecular Weight:
87.12
UNSPSC Code:
12352100
NACRES:
NA.22
PubChem Substance ID:
EC Number:
202-496-6
Beilstein/REAXYS Number:
1698241
MDL number:
Assay:
99%
Form:
liquid
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InChI key

WHIVNJATOVLWBW-SNAWJCMRSA-N

InChI

1S/C4H9NO/c1-3-4(2)5-6/h6H,3H2,1-2H3/b5-4+

SMILES string

CC\C(C)=N\O

vapor density

3 (vs air)

vapor pressure

<8 mmHg ( 20 °C)

assay

99%

form

liquid

refractive index

n20/D 1.442 (lit.)

bp

59-60 °C/15 mmHg (lit.)

solubility

water: soluble 100 g/L at 25 °C

density

0.924 g/mL at 25 °C (lit.)

functional group

amine, oxime

Quality Level

General description

2-Butanone oxime is an antioxidant and blocking agent used in the synthesis of water-dispersible blocked polyurethane.

Application

2-Butanone oxime was employed as reagent and solvent in the syntheses of ketoimine and 2,4-dipyridyl-1,3,5-triazapentadiene palladium(II) complexes. It was also used in the synthesis of novel acetaldiimine cobalt complex, [CoI2{((CH3CH2)(CH3)C=NO)2C(CH3)2}].

signalword

Danger

Hazard Classifications

Acute Tox. 3 Oral - Acute Tox. 4 Dermal - Carc. 1B - Eye Dam. 1 - Skin Irrit. 2 - Skin Sens. 1 - STOT RE 2 - STOT SE 1 - STOT SE 3

target_organs

Blood, Central nervous system, Upper respiratory tract

Storage Class

6.1C - Combustible acute toxic Cat.3 / toxic compounds or compounds which causing chronic effects

wgk

WGK 3

flash_point_f

143.5 °F - closed cup

flash_point_c

61.97 °C - closed cup

ppe

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

Regulatory Information

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Michael J Derelanko et al.
Drug and chemical toxicology, 31(1), 97-114 (2007-12-29)
Acute and repeated oral and dermal rat toxicology studies of standard designs were conducted on four methyl ethyl ketoxime (MEKO) silanes and four methyl isobutyl ketoxime (MIBKO) silanes. Each compound contained either MEKO or MIBKO groups (but not both) and
Paul E Newton et al.
Inhalation toxicology, 14(12), 1249-1260 (2002-11-28)
Methylethylketoxime, also known as MEKO or 2-butanone oxime (CAS No. 96-29-7), is a clear, colorless to light yellow liquid at room temperature. It is an industrial antioxidant used as an antiskinning agent in alkyd paint, an industrial blocking agent for
Cobalt-Assisted Condensation of 2-Butanone Oxime and Acetone: Synthesis and X-ray Structure of the Novel Acetaldiimine Complex [CoI2 {((CH3CH2)(CH3) C= NO) 2C (CH3) 2}].
Hierso J-C , et al.
European Journal of Inorganic Chemistry, 2000(12), 2459-2462 (2000)
P E Newton et al.
Inhalation toxicology, 13(12), 1093-1116 (2001-11-07)
To evaluate the oncogenic potential of methylethylketoxime (MEKO), CD-1 mice (50/sex/group) and F-344 rats (50/sex/group) were coexposed 6 h/day, 5 days/wk for 18 mo (mice) or 26 mo (rats) via whole-body inhalation exposures to target vapor concentrations of 0, 15
Maximilian N Kopylovich et al.
Dalton transactions (Cambridge, England : 2003), (16)(16), 3074-3084 (2009-04-09)
[2 + 3] cycloaddition of the pyrrolin N-oxide (-)O[upper bond 1 start](+)N[double bond, length as m-dash]CHCH(2)CH(2)C[upper bond 1 end]Me(2) with 2-cyanopyridine NC(5)H(4)(2-CN) in the presence of PdCl(2) at room temperature in acetone gives the ketoimine palladium(II) complex cis-[PdCl(2){N(=[upper bond 1

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