28548-57-4

Usage

InChI:InChI=1/C12H10N2O2/c15-13-10-6-8-12(9-7-10)14(16)11-4-2-1-3-5-11/h1-9,16H

Upstream product

• 75-09-2 dichloromethane 
• 359-48-8 trifluoroacetyl peroxide 
• 586-96-9 Nitrosobenzene 
• 76-05-1 trifluoroacetic acid 
• 7664-93-9 sulfuric acid 
• 623-11-0 1-methyl-4-nitrosobenzene 
• 865-47-4 potassium tert-butylate 

Downstream Products

• 586-96-9 Nitrosobenzene 
• 101-54-2 N-phenylphenylene-1,4-diamine 

Relevant academic research and scientific papers

Effect of Solvation on the Reaction of Nitrosobenzene with Potassium tert-Butoxide and Other Bases

The reaction of nitrosobenzene (1) with potassium tert-butoxide (2) proceeds in benzene in the presence of crown ether or in tert-butyl alcohol via the dissociated ion 13a whereas in benzene alone the associated species 12 is formed. - Using tert-butyl alcohol as solvent, azoxybenzene (3), N-(4-nitrosophenyl)-N-phenylhydroxylamine (4), and N-phenylhydroxamic acid (5) are obtained; the nitrosobenzene anion radical 7 and methylphenylaminyl oxide (8a) were identified by ESR spectroscopy.The formation of 7 and 8a and their subsequent reactions are discussed. - Reactions in benzene yield mainly N-phenyl(2-nitrophenyl)amine (6) together with 4, but no 3 is formed.Instead of the radical 7 which cannot be detected in benzene (even not if 1 is treated with potassium-sodium alloy) another radical is generated for which the structure 11 is suggested.

Process for the preparation of para-nitroso-diphenyl-hydroxylamines

An improved process for the preparation of para-nitroso-diphenyl-hydroxylamines is discussed. In the improved process the dimerizing rearrangement of a nitroso benzene is performed in the presence of at least 0.5 mole of a Lewis acid per mole of nitroso compound.

Process for the preparation of para-nitroso-diphenylhydroxylamines

An improved process for the preparation of para-nitroso-diphenylhydroxylamines is disclosed. One member of the group consisting of nitrosobenzene, ortho-substituted nitrosobenzenes, meta-substituted nitrosobenzenes, ortho-meta-disubstituted nitrosobenzenes and para-substituted nitrosobenzenes is reacted with one member selected from the group consisting of nitrosobenzene, ortho-substituted nitrosobenzenes, meta-substituted nitrosobenzenes, and ortho-meta-disubstituted nitrosobenzenes, in the presence of an acid catalyst. The improvement comprises utilizing as the acid catalyst an acid selected from the group consisting of aliphatic, cycloaliphatic, and aromatic sulfonic acids, having a pKa equal to or less than one, perchloric acid, and trifluoroacetic acid, in an amount equal to or greater than 0.5 mol of acid per mol of nitroso reactants, and performing the reaction at a temperature from about -20° C to about 60° C.