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Key Documents

A10507

Sigma-Aldrich

Acetone oxime

98%

Synonym(s):

β-Isonitrosopropane, 2-Propanone oxime, Acetoxime, Dimethyl ketoxime, N-Isopropylidenehydroxylamine, Propanone oxime

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About This Item

Linear Formula:
(CH3)2C=NOH
CAS Number:
Molecular Weight:
73.09
Beilstein:
1560146
EC Number:
MDL number:
UNSPSC Code:
12352100
PubChem Substance ID:
NACRES:
NA.02

Quality Level

Assay

98%

form

crystals

bp

135 °C (lit.)

mp

60-63 °C (lit.)

density

0.901 g/mL at 25 °C (lit.)

SMILES string

C\C(C)=N/O

InChI

1S/C3H7NO/c1-3(2)4-5/h5H,1-2H3

InChI key

PXAJQJMDEXJWFB-UHFFFAOYSA-N

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Signal Word

Danger

Hazard Statements

Hazard Classifications

Acute Tox. 4 Dermal - Carc. 2 - Eye Dam. 1 - Flam. Sol. 2 - Skin Sens. 1B

Storage Class Code

4.1B - Flammable solid hazardous materials

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

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T J Venanzi et al.
Journal of medicinal chemistry, 31(10), 1879-1885 (1988-10-01)
A model for the recognition of the perillartine analogues has been determined from a consideration of the molecular electrostatic potentials calculated at the ab initio 3-21G level for a select set of biologically active analogues. The model stresses the importance
A A Caro et al.
Nitric oxide : biology and chemistry, 5(4), 413-424 (2001-08-04)
Ketoximes undergo a cytochrome P450-catalyzed oxidation to nitric oxide and ketones in liver microsomes. In addition, nitric oxide synthase (NOS) can catalyze the oxidative denitration of the >C=N-OH group of amidoximes. The objective of this work was to characterize the
N S Hussain et al.
Carcinogenesis, 11(6), 1013-1016 (1990-06-01)
Acetoxime (ACO) and 2-nitropropane (2-NP), both industrially important chemicals and known hepatocarcinogens in rats, induced increased levels of 8-hydroxy-guanine in liver DNA and RNA of male Sprague-Dawley and F344 rats after either oral or i.p. administration. Both compounds also produced
J Torreilles et al.
Biochimie, 65(4-5), 295-298 (1983-04-01)
Preparation of adducts from nicotinamide adenine dinucleotide and a number of oximes is described; these include acetoxime, pyruvatoxime, cyclohexanoxime, cyclopentanoxime. These adducts are closely related to the corresponding NAD-ketone adducts in their spectra properties, but they are stable in acid
N Guo et al.
Carcinogenesis, 11(9), 1659-1662 (1990-09-01)
The hepatocarcinogens 2-nitropropane and acetoxime have previously been found to induce a specific and qualitatively identical pattern of base damage in rat liver DNA and RNA, including the induction of increased levels of 8-hydroxyguanine. Because both 2-nitropropane and acetoxime are

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