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Sigma-Aldrich

2-Butanone oxime

99%

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Synonym(s):
Methyl ethyl ketoxime
Linear Formula:
C2H5C(=NOH)CH3
CAS Number:
96-29-7
Molecular Weight:
87.12
Beilstein:
1698241
EC Number:
202-496-6
MDL number:
MFCD00013935
UNSPSC Code:
12352100
PubChem Substance ID:
24860083
NACRES:
NA.22

vapor density

3 (vs air)

Quality Level

100

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.)

SMILES string

CC\C(C)=N\O

InChI

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

InChI key

WHIVNJATOVLWBW-SNAWJCMRSA-N

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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}].

Signal Word

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

WGK

WGK 3

Flash Point(F)

closed cup

Flash Point(C)

closed cup

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Regulatory Information

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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
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)
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
Developmental toxicity studies of methyl ethyl ketoxime (MEKO) in rats and rabbits
Michael D J et al.
Drug and Chemical Toxicology, 26, 147-168 (2003)
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
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