1775-83-3

Upstream product

• 52123-67-8 N-t-Butyl-N'-phenyldiazin-N'-oxid 
• 677-22-5 tert-butylmagnesium chloride 
• 369-57-3 benzenediazonium tetrafluoroborate 
• 558-17-8 tert-Butyl iodide 
• 62-53-3 aniline 
• 98-95-3 nitrobenzene 
• 75-64-9 tert-butylamine 
• 507-20-0 tertiary butyl chloride 
• 586-96-9 Nitrosobenzene 
• 22082-57-1 t-butyl phenylazo sulfone 

Downstream Products

• 118655-95-1 1-(1,1-dimethylethyl)-2-phenylhydrazine 

Relevant academic research and scientific papers

Polar Effects in Reactions of Carbon-Centered Radicals with Diazonium Salts: Free-Radical Diazocoupling

Carbon-centered radicals react with diazonium salts by addition, leading under reductive conditions to azo derivatives (free-radical diazocoupling), or by electron-transfer in chain processes.The reaction is highly sensitive to polar effects and it has been investigated by three different processes: (i) alkyl radicals, generated from alkyl iodides, H2O2, Fe(II) salt, and DMSO, have been utilized to develop a new general synthesis of alkylarylazo compounds; (ii) the reaction of aryl radicals with diazonium salts in the presence of Ti(III) or Fe(II) salts has been investigated, also in relation to the fact that the reaction products (azoarenes and biaryls) are often detected as side products in classical organic reactions of diazonium salts, catalyzed by Cu(I) salts, such as the Sandmeyer, Meerwein, and Pschorr reactions; (iii) adducts from addition of aryl radicals to vinyl acetate or vinyl ether react with diazonium salts either by diazocoupling reaction or by electron-transfer; a general synthesis of arylazo compounds has been developed.

SYNTHESIS OF 1-TERT-BUTYL-2-ARYLDIAZENE-2-OXIDES BY REACTION OF t-BuNHMgBr WITH NITROBENZENES

A new method has been developed for the synthesis of alkylaryldiazene oxides by the reactions of t-BuNHMgBr with nitrobenzenes.The cis-azoxy compound 1-tert-butyl-2-(2-chlorophenyl)diazene-2-oxide, which irreversibly isomerizes to the trans isomer upon he

Radical Switch Reaction. A Novel Reaction between Two Free Radicals in a Solvent Cage

Studies on the thermal decomposition of t-butyl phenylazo sulfone suggested the occurrence of a radical switch reaction, a novel type of reaction between two radicals.A primary geminate radical pair, t-butanesulfonyl and phenyl radical pair, exchange sulfur dioxide to form a new radical pair consisting of t-butyl and benzenesulfonyl radicals.The generation of benzenesulfonyl radical was confirmed by its ESR spectrum and the isolation of products containing a benzenesulfonyl group.

ELECTRON TRANSFER FREE RADICAL MECHANISM IN THE REACTIONS OF ARENEDIAZONIUM CATIONS WITH GRIGNARD REAGENTS

The major pathway in the reactions of arenediazonium cations with certain Grignard reagents is found to involve an electron transfer from the latter to the ?-system of the former reactant and radicals are the immediate precursors of the final products.