71825-04-2

Basic information

• Product Name: 1-[(phenylamino)oxy]ethanone
• Synonyms: Benzenamine, N-(acetyloxy)-; N-(Acetyloxy)benzenamine
• CAS NO: 71825-04-2
• Molecular Formula: C₈H₉NO₂
• Molecular Weight: 151.1626
• Mol File: 71825-04-2.mol
• Article Data: 10

Chemical Properties

• Boiling Point: 215.5°C at 760 mmHg
• Flash Point: 84.1°C
• Density: 1.172g/cm³
• Vapor Pressure: 0.147mmHg at 25°C
• Refractive Index: 1.569
• CAS DataBase Reference: 1-[(phenylamino)oxy]ethanone(CAS DataBase Reference)
• NIST Chemistry Reference: 1-[(phenylamino)oxy]ethanone(71825-04-2)
• EPA Substance Registry System: 1-[(phenylamino)oxy]ethanone(71825-04-2)

Safety Data

• Hazardous Substances Data: 71825-04-2(Hazardous Substances Data)

Upstream product

• 62-53-3 aniline 
• 616-38-6 carbonic acid dimethyl ester 
• 100-65-2 N-Phenylhydroxylamine 
• 586-96-9 Nitrosobenzene 
• 61495-67-8 2-Acetyl-1,3-dimethylbenzimidazolium iodide 
• 631-57-2 Acetyl cyanide 
• 136696-46-3 Trifluoro-methanesulfonate2-[1-hydroxy-1-(N-phenyl-aminooxy)-ethyl]-3,4-dimethyl-thiazol-3-ium; 
• 136696-42-9 2-acetyl-3,4-dimethylthiazolium triflate 

Downstream Products

• 37682-91-0 N-methyl-N,N′-diphenylhydrazine 
• 119878-68-1 8-phenylamino-2′-deoxyguanosine 
• 39837-50-8 N,N-diethyl-N'-phenyl-hydrazine 
• 495-48-7 azoxybenzene 
• 19958-58-8 N-benzoyl-N-phenyl-O-(acetyl)hydroxylamine 
• 19958-60-2 O-acetyl-N-(4-nitrobenzoyl)-N-phenylhydroxylamine 

Relevant articles and documents

Identification of New DNA Adducts of Phenylnitrenium

Phenylnitrenium ion (PhNH+) may bind to nucleophiles through nitrogen as well as through C2 or C4 carbons. However, only adducts of the former type have been hitherto reported after its reaction with purine nucleosides. In this study, reactions of N-acetoxyaniline (PhNHOAc), a precursor to PhNH+, with 2′-deoxyadenosine (dA), 2′-deoxyguanosine (dG), and with DNA in vitro at physiological conditions are described. The reaction of PhNHOAc with dA followed by a hydrolytic deribosylation afforded 8-phenylaminoadenine (C8-PhNHA) together with a smaller amount of N6-(4-aminophenyl)adenine (N6-4APA). A similar reaction with dG afforded 8-phenylaminoguanine (C8-PhNHG) together with traces of 7-(4-aminophenyl)guanine (N7-4APG). The same adducts were found also in the DNA treated with PhNHOAc, and all of them were identified by comparison of their HPLC retention times and MS2 spectra with a set of synthesized authentic adenine adducts at C2, C8, N7, and N6 positions and guanine adducts at C8, N7, and N2 positions. The newly identified minor adduct, N7-4APG, represents the first proof of arylnitrenium adduction at the N7 position of dG, which is the prominent site of attack by most C-electrophiles.

Reactions of 2-acylthiazolium salts with N-arylhydroxylamines

2-Acylthiazolium salts, easily obtained by alkylation of the corresponding 2-acylthiazoles with methyl triflate, react with N- arylhydroxylamines to furnish the O-acyl derivatives of relevance in the induction of cancer by aromatic mines.

Selective O-acylation of aromatic hydroxylamines by 2-acylimidazolium and 2-acylbenzimidazolium salts

2-Acyl 1,3-dimethylbenzimidazolium and 2-acyl 1,3-dimethylimidazolium salts react with N-aromatic hydroxylamines in the presence of base to give the O-acyl derivatives.