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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.)

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

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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Michael J Derelanko et al.
Drug and chemical toxicology, 26(3), 147-168 (2003-09-05)
The developmental toxicity of methyl ethyl ketoxime (MEKO), an industrial antioxidant used primarily as an antiskinning agent in alkyd paint, was investigated in rats and rabbits. Following preliminary dose range finding studies, groups of 25 pregnant rats or 18 pregnant
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
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
L T Burka et al.
Xenobiotica; the fate of foreign compounds in biological systems, 28(10), 1005-1015 (1998-12-16)
1. The disposition of 14C-methyl ethyl ketoxime (MEKO) was determined in the male F344 rat following oral, intravenous (i.v.) and dermal administration. 2. Oral doses of 2.7, 27 and 270 mg/kg were primarily excreted as CO2 (71-49%) in decreasing percentage

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