13680-03-0

Basic information

• Product Name: 2-Propanone, O-(4-nitrophenyl)oxime
• CAS NO: 13680-03-0
• Molecular Formula: C9H10N2O3
• Molecular Weight: 194.19
• Mol File: 13680-03-0.mol
• Article Data: 6

Chemical Properties

• CAS DataBase Reference: 2-Propanone, O-(4-nitrophenyl)oxime(CAS DataBase Reference)
• NIST Chemistry Reference: 2-Propanone, O-(4-nitrophenyl)oxime(13680-03-0)
• EPA Substance Registry System: 2-Propanone, O-(4-nitrophenyl)oxime(13680-03-0)

Safety Data

• Hazardous Substances Data: 13680-03-0(Hazardous Substances Data)

Upstream product

• 350-46-9 4-Fluoronitrobenzene 
• 127-06-0 acetone oxime 
• 67-68-5 dimethyl sulfoxide 
• 83077-00-3 ethyl O-(4-nitrophenyl)acetohydroxamate 
• 33543-55-4 p-nitrophenoxyamine 
• 67-64-1 acetone 
• 456-27-9 4-nitrobenzenediazonium tetrafluoroborate 

Downstream Products

• 1415337-75-5 N-isopropyl-O-(4-nitrophenyl)hydroxylamine 
• 118679-18-8 2-bromomethyl-5-nitro-benzofuran 
• 14146-09-9 2-methyl-5-nitrobenzofuran 

Relevant articles and documents

Chemoselective amide formation using O-(4-nitrophenyl)hydroxylamines and pyruvic acid derivatives

A series of O-(4-nitrophenyl)hydroxylamines were synthesized from their respective oximes using a pulsed addition of excess NaBH3CN at pH 3 in 65a-75% yield. Steric hindrance near the oxime functional group played a key role in both the ease by which the oxime could be reduced and the subsequent reactivity of the respective hydroxylamine. Reaction of the respective hydroxylamines with pyruvic acid derivatives generated the desired amides in good yields. A comparison of phenethylamine systems bearing different leaving groups revealed significant differences in the rates of these systems and suggested that the leaving group ability of the Na-OR substituent plays an important role in determining their reactivity with pyruvic acid. Competition experiments (in 68% DMSO/phosphate buffered saline) using 1 equiv of N-phenethyl-O-(4-nitrophenyl)hydroxylamine and 2 equiv of pyruvic acid in the presence of other nucleophiles such as glycine, cysteine, phenol, hexanoic acid, and lysine demonstrated that significant chemoselectivity is present in this reaction. The results suggest that this chemoselective reaction can occur in the presence of excess α-amino acids, phenols, acids, thiols, and amines.

FORMATION OF O,N-DISUBSTITUTED HYDROXYLAMINES AND KETOXIME ESTERS IN REACTIONS BETWEEN TRIAZENE 1-OXIDES AND BASES

A new method has been put forward for the synthesis of O,N-disubstituted hydroxylamines and ketoxime esters that is based on the reaction of triazene 1-oxides containing strong electron-withdrawing substituents with bases.Keywords: O,N-disubstituted hydroxylamines, ketoximes, triazene 1-oxides, aryldiazonium tetrafluoroborates, bases.

Benzazepine antiarrhythmic agents

Compounds of the formula: STR1 or a salt thereof, wherein "Het" is a group of the formula: STR2 in which R1 is attached to position "a" or "b" of the benzene ring and R and R1, which are the same, are --NHSO2 (C1/sub