107986-35-6

Upstream product

• 24171-78-6 m-bromophenylhydroxylamine 
• 42867-40-3 pivaloyl cyanide 
• 3282-30-2 pivaloyl chloride 

Downstream Products

• 16750-67-7 4-amino-2-bromophenol 
• 823-54-1 3-bromo-4-chloroaniline 
• 40925-68-6 2-amino-4-bromo-phenol 
• 116278-71-8 N-(5-Bromo-2-hydroxy-phenyl)-2,2-dimethyl-propionamide 
• 116278-72-9 N-(3-Bromo-2-hydroxy-phenyl)-2,2-dimethyl-propionamide 
• 28165-50-6 2-amino-6-bromophenol 
• 3958-82-5 2-bromo-1,4-benzoquinone 
• 591-19-5 m-Bromoaniline 
• 114838-66-3 N'-(3-Bromo-phenyl)-N-methyl-N-phenyl-hydrazine 
• 114838-65-2 N'-(3-Bromo-phenyl)-N,N-diethyl-hydrazine 
• 23377-24-4 bis-(3-bromo-phenyl)-diazene-N-oxide 

Relevant academic research and scientific papers

Acid- and Base-Dependent Hydrolysis of N-(Sulfonatooxy)-3-bromoacetanilide: Involvement of N-(3-Bromophenyl)hydroxylamine-O-sulfonate

N-(Sulfonatooxy)-3-bromoacetanilide (1e) undergoes hydrolysis at 80 deg C in the range pH 1.0-8.0 by acid- and base-dependent processes and by an uncatalyzed path.The uncatalyzed reaction exhibits the same characteristics as the uncatalyzed N-O bond-cleavage reactions of the more reactive N-(sulfonatooxy)acetanilides.The pH-dependent pathways involve the hydrolysis of 1e to form N-(3-bromophenyl)hydroxylamine-O-sulfonate (2).This material cannot be directly detected under the conditions of this study, but its existence can be inferred from product study and trapping data.Although 2 undergoes decomposition entirely by heterolytic N-O bond cleavage to yield nitrenium ion intermediate 14, a less reactive analogue of 2, N-(3-bromophenyl)-O-pivaloylhydroxylamine (4), apparently undergoes competitive homolytic and heterolytic N-O bond cleavage to yield both the arylamino radical 17 and the nitrenium ion 14.Both 2 and 4 serve as models for certain suspected carcinogenic metabolites of polycyclic aromatic amines and amides.