23819-54-7

Upstream product

• 100-25-4 para-dinitrobenzene 
• 677-22-5 tert-butylmagnesium chloride 
• 917-95-3 t-butylnitrite 
• 3972-65-4 1-bromo-4-tert-butylbenzene 

Downstream Products

• 446821-85-8 5-tert-butyl-2-(tert-butylaminoxy)-benzoic acid methyl ester 
• 446821-84-7 5-tert-butyl-2-tert-butylaminobenzoic acid methyl ester 
• 36209-85-5 (4-tert-butyl-phenyl)-tert-butylmine 
• 446821-83-6 (2-bromo-4-tert-butyl-phenyl)-tert-butylmine 

Relevant academic research and scientific papers

Hetero-Cope rearrangement for the synthesis of potassium 5-tert-butyl-2-(tert-butyl-aminoxy)-benzoate, a highly water-soluble stable free radical

The hetero-Cope rearrangement of 4-tert-butyl-phenyl-tert-butylhydroxylamine provides an easy access to the corresponding ortho-bromoaniline, converted to the new highly water-soluble nitroxide, potassium 5-tert-butyl-2-(tert-butyl-aminoxy)-benzoate. The parent carboxylic acid was found to be very persistent in water at pH 1.

Reaction of t-butylmagnesium chloride with 1,4-dinitrobenzene

Whereas alkyl Grignard reagents generally react with 1,4-dinitrobenzene leading to redox or ring-alkylated products, t-butylmagnesium chloride gives substitution to the para position and/or 1,2 addition to the nitro group. Detailed ESR studies of the reaction are reported