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Sigma-Aldrich

2-Butanone oxime

99%

Synonym(s):

Methyl ethyl ketoxime

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25 ML
$43.22
1 L
$97.85

About This Item

Linear Formula:
C2H5C(=NOH)CH3
CAS Number:
Molecular Weight:
87.12
Beilstein/REAXYS Number:
1698241
EC Number:
MDL number:
UNSPSC Code:
12352100
PubChem Substance ID:
NACRES:
NA.22

$43.22

List Price$45.50Save 5%
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Available to ship onApril 22, 2025Details


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vapor density

3 (vs air)

Quality Level

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.[1] [2]

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.[3] It was also used in the synthesis of novel acetaldiimine cobalt complex, [CoI2{((CH3CH2)(CH3)C=NO)2C(CH3)2}].[4]

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_germany

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


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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
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)
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)
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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    1. Products may be shipped at a different temperature than the recommended long-term storage temperature. If the product quality is sensitive to short-term exposure to conditions other than the recommended long-term storage, it will be shipped on wet or dry-ice. If the product quality is NOT affected by short-term exposure to conditions other than the recommended long-term storage, it will be shipped at ambient temperature. As shipping routes are configured for minimum transit times, shipping at ambient temperature helps control shipping costs for our customers. For more information, please refer to the Storage and Transport Conditions document: https://www.sigmaaldrich.com/deepweb/assets/sigmaaldrich/marketing/global/documents/316/622/storage-transport-conditions-mk.pdf

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    1. If this product has an expiration or retest date, it will be shown on the Certificate of Analysis (COA, CofA). If there is no retest or expiration date listed on the product's COA, we do not have suitable stability data to determine a shelf life. For these products, the only date on the COA will be the release date; a retest, expiration, or use-by-date will not be displayed.
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      For products without retest or expiration dates, our standard warranty of 1 year from the date of shipment is applicable.
      For more information, please refer to the Product Dating Information document: https://www.sigmaaldrich.com/deepweb/assets/sigmaaldrich/marketing/global/documents/449/386/product-dating-information-mk.pdf

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