116278-72-9

Basic information

• Product Name: N-(3-Bromo-2-hydroxy-phenyl)-2,2-dimethyl-propionamide
• CAS NO: 116278-72-9
• Molecular Weight: 272.142
• Mol File: 116278-72-9.mol

Chemical Properties

• CAS DataBase Reference: N-(3-Bromo-2-hydroxy-phenyl)-2,2-dimethyl-propionamide(CAS DataBase Reference)
• NIST Chemistry Reference: N-(3-Bromo-2-hydroxy-phenyl)-2,2-dimethyl-propionamide(116278-72-9)
• EPA Substance Registry System: N-(3-Bromo-2-hydroxy-phenyl)-2,2-dimethyl-propionamide(116278-72-9)

Safety Data

• Hazardous Substances Data: 116278-72-9(Hazardous Substances Data)

Upstream product

• 107986-35-6 N-(3-bromophenyl)-O-pivaloylhydroxylamine 

Relevant articles and documents

Hydrolysis and Fe2+-induced Reduction of N-Aryl -O-pivaloylhydroxylamines: Aqueous Solution Chemistry of Model Carcinogens.

The N-aryl-O-pivaloylhydroxylamines, 1a-d, which serve as models for the carcinogenic metabolites of aromatic amines, decompose in aqueous media by heterolysis of the N-O bond.Substituent effects on rates of reaction and products of the decomposition of 1a-c are entirely consistent with the intermediacy of a singlet nitrenium ion.The least reactive compound in the series N-(4-nitrophenyl)-O-pivaloylhydroxylamine (1d) yields 4-nitroaniline (2d) as its major decomposition product.This material may be formed through H radical abstraction by a triplet ion, but a nitrene reaction appears to be more likely.In the presence of Fe2+ 1a-d undergo rapid reduction to the corresponding anilines 2a-d.This reaction requires complexation of the ester with Fe2+ and proceeds with heterolysis of the N-O bond since nearly quantitative yields of pivalic acid are isolated.The radical cations 25a-d appear to be the most likely precursors to the reduction products.