34548-99-7

Basic information

• Product Name: N,N-bis(4-tert-butylphenyl)hydroxylamine
• Synonyms: N,N-bis(4-tert-butylphenyl)hydroxylamine
• CAS NO: 34548-99-7
• Molecular Weight: 297.44
• Mol File: 34548-99-7.mol

Chemical Properties

• CAS DataBase Reference: N,N-bis(4-tert-butylphenyl)hydroxylamine(CAS DataBase Reference)
• NIST Chemistry Reference: N,N-bis(4-tert-butylphenyl)hydroxylamine(34548-99-7)
• EPA Substance Registry System: N,N-bis(4-tert-butylphenyl)hydroxylamine(34548-99-7)

Safety Data

• Hazardous Substances Data: 34548-99-7(Hazardous Substances Data)

Upstream product

• 34549-00-3 4,4-di-tert-butyl-diphenylnitroxide radical 
• 122-66-7 diphenyl hydrazine 

Downstream Products

• 34549-00-3 4,4-di-tert-butyl-diphenylnitroxide radical 
• 34549-00-3 bis(4-tert-butylphenyl)aminoxyl 
• 4627-22-9 bis(4-tert-butylphenyl)amine 
• 1015228-11-1 bis(2-bromo-4-tert-butylphenyl)amine 
• 1457935-56-6 N-(2,6-dibromo-4-tert-butylphenyl)-N-(2'-bromo-4'-tert-butylphenyl)amine 
• 1457935-55-5 N-(2-bromo-4-tert-butylphenyl)-N-(4'-tert-butylphenyl)amine 
• 1616406-61-1 3,7-ditert-butyl-10-[5-tert-butyl-2-(4-tert-butyl-phenylamino)phenyl]phenoxazine 

Relevant articles and documents

Acid-catalyzed disproportionation of N,N-bis(4-tert-butylphenyl) hydroxylamine. Synthesis and structure of 10-[5-tert-butyl-2-(4-tert- butylphenylamino)phenyl]-3,7-di-tert-butylphenoxazine

New method of synthesis was developed for N,N-bis(4-tert-butylphenyl) hydroxylamine by reduction of the corresponding aminoxyl with hydrazine hydrate. At the treatment with strong acids this hydroxylamine derivative is converted in bis(4-tert-butylphenyl)amine and 10-[5-tert-butyl-2-(4-tert-butylphenylamino) phenyl]-3,7-di-tert-butylphenoxazine. The structure of the latter was established by X-ray diffraction analysis. The mechanism was suggested of the acid-catalyzed disproportionation of N,N-bis(4-tert-butylphenyl) hydroxylamine.

The exchange reaction of hydrogen atoms in the system sterically hindered hydroxylamine - Nitroxyl radical

The rate constants of the direct and reverse exchange reactions of the hydrogen atom in the system sterically-hindered nitroxyl radical - hydroxylamine of the quinoline, imidazoline, pyrrolidine, and piperidine series as well as diarylhydroxylamine were determined. A scale of the reductive abilities of the hydroxylamines was established. A low value of the isotope effect is typical of the reactions of hydrogen exchange in the systems hydroxylamine - nitroxyl radical.

EFFECT OF THE CHEMICAL STRUCTURE OF NITROXYL RADICALS ON THEIR REACTIVITY IN THE REACTION WITH HYDRAZOBENZENE AND TETRANITROMETHANE

The reaction rate constants of reduction of stable radicals of different classes by hydrazobenzene in hexane at ca. 20 deg C, in the range of 0.4 - 5*103 M-1 sec-1, were determined; a single scale of the oxidative properties of stable nitroxyl radicals was constructed.The rate constants of oxidation of a series of nitroxyl radicals by tetranitromethane in aqueous medium at ca. 20 deg C, in the range of 0.06 - 10 M-1 sec-1, were determined.It was shown that the oxidative properties of the nitroxyl group decrease slightly with an increase in its reducing properties for nitroxyl radicals of the piperidine and imidazoline series in reactions with ascorbic acid and tetranitromethane in aqueous medium, respectively.