acetone oxime

N-hydroxy-2-propanimine

CAS: 127-06-0 C3 H7 N O MW: 73.09499000

Identification

Nameacetone oxime
IUPACN-propan-2-ylidenehydroxylamine
CAS Number127-06-0
EINECS204-820-1
FDA UNIIQX74TFD64T
Molecular FormulaC3 H7 N O
Molecular Weight73.09499000
Nikkaji NumberJ2.515A
Beilstein1560146
XlogP30.10 (est)

Regulatory

Physical Properties

Appearance white powder (est)
Assay 95.00 to 100.00
Food Chemicals Codex Listed No
Melting Point 61.00 °C. @ 760.00 mm Hg
Boiling Point 136.00 °C. @ 760.00 mm Hg, 134.00 to 135.00 °C. @ 760.00 mm Hg (est)
Vapor Pressure 3.120000 mmHg @ 25.00 °C. (est)
Flash Point 113.00 °F. TCC ( 45.20 °C. ) (est)
logP (o/w) 0.120
Soluble in water, 1.06e+005 mg/L @ 25 °C (est)

No sensory data available

Safety Information

Preferred SDSView
Oral/Parenteral Toxicityintraperitoneal-mouse LD50 4000 mg/kg
Dermal ToxicityNot determined
Inhalation ToxicityNot determined

GHS Classification

['GHS Classification in accordance with 29 CFR 1910 (OSHA HCS)', 'GHS Label elements, including precautionary statements']

Safety in Use

Categoryinformation only not used for fragrances or flavors
Recommendation for acetone oxime usage levels up tonot for fragrance use.
Recommendation for acetone oxime flavor usage levels up tonot for flavor use.

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Potential Uses

None Found

Natural Occurrence

not found in nature

Synonyms

acetone, oxime acetoneoxime acetonoxime acetoxime N- hydroxy-2-propanimine N- hydroxypropan-2-imine b-iso nitrosopropane beta-iso nitrosopropane propan-2-one oxime N- propan-2-ylidene hydroxyl amine N- propan-2-ylidenehydroxylamine 2- propanone oxime 2- propanoneoxime servon XACT 100 PubMed: GSK-3? activation is required for ZIP-induced disruption of learned fear PubMed: Antiherpetic potential of 6-bromoindirubin-3'-acetoxime (BIO-acetoxime) in human oral epithelial cells PubMed: Identification of GSK-3 as a Potential Therapeutic Entry Point for Epilepsy PubMed: Amination of tyrosine in liver cytosol protein of male F344 rats treated with 2-nitropropane, 2-nitrobutane, 3-nitropentane, or acetoxime PubMed: Palladium(II)-Catalyzed Acetoxime Directed ortho-Arylation of Aromatic Alcohols PubMed: Oxidation of the ketoxime acetoxime to nitric oxide by oxygen radical-generating systems PubMed: Palladium-catalyzed direct mono-aroylation of O-arylmethyl and aryl-substituted acetoxime ethers PubMed: Reversion of structure-activity relationships of antitumor platinum complexes by acetoxime but not hydroxylamine ligands PubMed: Sex and organ differences in oxidative DNA and RNA damage due to treatment of Sprague-Dawley rats with acetoxime or 2-nitropropane PubMed: Slow oxidation of acetoxime and methylethyl ketoxime to the corresponding nitronates and hydroxy nitronates by liver microsomes from rats, mice, and humans PubMed: Mixed unsymmetric oxadiazoline and/or imine platinum(II) complexes PubMed: An evaluation of indirubin analogues as phosphorylase kinase inhibitors PubMed: Vasorelaxant activity of some oxime derivatives PubMed: Rapid analysis of acetone in human plasma by derivatization desorption electrospray ionization PubMed: Synthesis and anti-inflammatory activity of novel (substituted)benzylidene acetone oxime ether derivatives: molecular modeling study PubMed: Induction of hyperplastic liver nodules in Wistar and MRC-Wistar rats by phenobarbital and the liver carcinogens acetoxime, 1-nitroso-5,6-dihydrouracil and 3-nitroso-2-oxazolidinone PubMed: Direct ortho-C-H functionalization of aromatic alcohols masked by acetone oxime ether via exo-palladacycle PubMed: Glycogen synthase kinase-3 plays a central role in mediating glucocorticoid-induced apoptosis PubMed: Acetoxime is metabolized by human and rodent hepatic cytochrome P450 enzymes to the genotoxicant and carcinogen propane 2-nitronate PubMed: Fine-Tuning of the RIG-I-Like Receptor/Interferon Regulatory Factor 3-Dependent Antiviral Innate Immune Response by the Glycogen Synthase Kinase 3/?-Catenin Pathway PubMed: Relaxant effect of oxime derivatives in isolated rat aorta: role of nitric oxide (NO) formation in smooth muscle PubMed: Determination of acetone in human breath by gas chromatography-mass spectrometry and solid-phase microextraction with on-fiber derivatization PubMed: Oxidative DNA and RNA damage in rat liver due to acetoxime: similarity to effects of 2-nitropropane PubMed: H/D isotopic and temperature effects in the polarized IR spectra of hydrogen-bond cyclic trimers in the crystal lattices of acetone oxime and 3,5-dimethylpyrazole PubMed: Photodissociation dynamics of acetoxime in gas phase PubMed: Synthesis of 3,5-isoxazolidinediones and 1H-2,3-benzoxazine-1,4(3H)-diones from aliphatic oximes and dicarboxylic acid chlorides PubMed: 6-Br-5methylindirubin-3'oxime (5-Me-6-BIO) targeting the leishmanial glycogen synthase kinase-3 (GSK-3) short form affects cell-cycle progression and induces apoptosis-like death: exploitation of GSK-3 for tre PubMed: Synthesis, Structures, and Photocurrent Responses of Polyoxo-Titanium Clusters with Oxime Ligands: From Ti(4) to Ti(18) PubMed: Activation of n-3 polyunsaturated fatty acids as oxime esters: a novel approach for their exclusive incorporation into the primary alcoholic positions of the glycerol moiety by lipase PubMed: Nitrate formation during ozonation as a surrogate parameter for abatement of micropollutants and the N-nitrosodimethylamine (NDMA) formation potential PubMed: GSK3 inhibitors regulate MYCN mRNA levels and reduce neuroblastoma cell viability through multiple mechanisms, including p53 and Wnt signaling PubMed: Cellular accumulation and DNA interaction studies of cytotoxic trans-platinum anticancer compounds PubMed: Chimeric 5/35 adenovirus-mediated Dickkopf-1 overexpression suppressed tumorigenicity of CD44? gastric cancer cells via attenuating Wnt signaling PubMed: Oximate-substituted zirconium alkoxides PubMed: Nitroreduction is not involved in the genotoxicity of 2-nitropropane in cultured mammalian cells PubMed: Lipoamide dehydrogenase and diaphorase catalyzed conversion of some NO donors to NO and reduction of NO scavenger 2-phenyl-4,4,5,5-tetramethylimidazoline-1-oxyl-3-oxide (PTIO) PubMed: Fast and low-temperature sintering of silver complex using oximes as a potential reducing agent for solution-processible, highly conductive electrodes PubMed: Selective C(sp(3) )-H and C(sp(2) )-H Fluorination of Alcohols Using Practical Auxiliaries PubMed: Studies on the acetylation and NMR reassignment of indirubin derivatives PubMed: Inhibition of copper amine oxidases by pyridine-derived aldoximes and ketoximes PubMed: Vapor-phase Beckmann rearrangement of oxime molecules over H-Faujasite zeolite PubMed: Apposition of silica lamellae during growth of spicules in the demosponge Suberites domuncula: biological/biochemical studies and chemical/biomimetical confirmation PubMed: Rapid determination of acetone in human plasma by gas chromatography-mass spectrometry and solid-phase microextraction with on-fiber derivatization PubMed: Investigation of the chemical basis of nitroalkane toxicity: tautomerism and decomposition of propane 1- and 2-nitronate under physiological conditions PubMed: Synthesis, antifungal activities, and potential detoxification of N-(2,3,4,6-tetra-O-acetyl-beta-D-glucopyranosyl)thiocarbamates PubMed: Rapid determination of acetone in human blood by derivatization with pentafluorobenzyl hydroxylamine followed by headspace liquid-phase microextraction and gas chromatography/mass spectrometry PubMed: E/Z Energetics for Molecular Modeling and Design PubMed: Carcinogenicity test of acetoxime in MRC-Wistar rats PubMed: Genotoxicity of N-nitroso-N-methylurea and acetone oxime in the transgenic Drosophila carrying the human gene encoding a subunit of glutathione S-transferase PubMed: Nitrite formation from hydroxylamine and oximes by Pseudomonas aeruginosa PubMed: Novel quantum mechanical/molecular mechanical method combined with the theory of energy representation: free energy calculation for the Beckmann rearrangement promoted by proton transfers in the supercritical PubMed: Reaction mechanism of an intramolecular oxime transfer reaction: a computational study PubMed: Is the Beckmann rearrangement a concerted or stepwise reaction? A computational study PubMed: Sulfotransferase-mediated genotoxicity of propane 2-nitronate in cultured ovine seminal vesicle cells PubMed: Theoretical and experimental study of 15N NMR protonation shifts PubMed: Activation of propane 2-nitronate to a genotoxicant in V79-derived cell lines engineered for the expression of rat hepatic sulfotransferases PubMed: Comparison of kinetic properties of amine oxidases from sainfoin and lentil and immunochemical characterization of copper/quinoprotein amine oxidases PubMed: The formation of silkworm virus by acetoxime feeding PubMed: Ab initio molecular electrostatic potentials of perillartine analogues: implications for sweet-taste receptor recognition PubMed: Human phenol sulfotransferases hP-PST and hM-PST activate propane 2-nitronate to a genotoxicant PubMed: Aluminum compounds containing eta1- and/or eta5-bidentate dianionic pyrrolyl-methylamide ligands PubMed: An Intramolecular Nitrone-Olefin Dipolar Cycloaddition-Based Approach to Total Synthesis of the Cylindricine and Lepadiformine Marine Alkaloids PubMed: Pt(II)-mediated imine-nitrile coupling leading to symmetrical (1,3,5,7,9-pentaazanona-1,3,6,8-tetraenato)Pt(II) complexes containing the incorporated 1,3-diiminoisoindoline moiety PubMed: Synthesis and beta-adrenergic blocking activity of new aliphatic oxime ethers PubMed: Preparation of beta- and gamma-lactams from carbamoyl radicals derived from oxime oxalate amides PubMed: Regulation of endothelin-1 expression in normal and transfected endothelial cells PubMed: Prophage induction in lysogenic Escherichia coli with simple hydroxylamine and hydrazine compounds PubMed: Gas chromatographic-mass spectrometric analysis of hydroxylamine for monitoring the metabolic hydrolysis of metalloprotease inhibitors in rat and human liver microsomes PubMed: [Electrochemical reduction of (R)-1- hydroxyl-1-(m-hydroxylphenyl)-acetone oxime--a new method of preparing metaraminol (author's transl)] PubMed: [Structure of adducts prepared from nicotinamide adenine dinucleotide and their oximes]