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332828

Sigma-Aldrich

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
Beilstein:
1698241
EC Number:
MDL number:
UNSPSC Code:
12352100
PubChem Substance ID:
NACRES:
NA.22

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

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

Storage Class Code

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

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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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
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)
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
R W Tyl et al.
Fundamental and applied toxicology : official journal of the Society of Toxicology, 31(2), 149-161 (1996-06-01)
Methylethyl ketoxime (CAS No. 96-29-7; MEKO; 2-butanone oxime), an antioxidant agent used in paints, resins, and adhesives, was tested for reproductive toxicity in a two-generation study with CD (Sprague-Dawley) rats. Thirty-eight-week-old rats/sex/group (F0) were administered MEKO in water, by gavage

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