3096-63-7

Basic information

• Product Name: N-hydroxy-2,6-dimethylaniline
• Synonyms: benzenamine, N-hydroxy-2,6-dimethyl-; N-Hydroxy-2,6-dimethylaniline
• CAS NO: 3096-63-7
• Molecular Formula: C₈H₁₁NO
• Molecular Weight: 137.179
• Mol File: 3096-63-7.mol
• Article Data: 13

Chemical Properties

• Boiling Point: 232.5°C at 760 mmHg
• Flash Point: 102.7°C
• Density: 1.12g/cm³
• Vapor Pressure: 0.0327mmHg at 25°C
• Refractive Index: 1.609
• CAS DataBase Reference: N-hydroxy-2,6-dimethylaniline(CAS DataBase Reference)
• NIST Chemistry Reference: N-hydroxy-2,6-dimethylaniline(3096-63-7)
• EPA Substance Registry System: N-hydroxy-2,6-dimethylaniline(3096-63-7)

Safety Data

• Hazardous Substances Data: 3096-63-7(Hazardous Substances Data)

Upstream product

• 81-20-9 2,6-dimethylnitrobenzene 
• 632-92-8 2,4-dimethyl-1,3,5-trinitrobenzene 

Downstream Products

• 3096-70-6 3,5-dimethyl-4-aminophenol 
• 19519-71-2 2,6-dimethylnitrosobenzene 
• 129936-56-7 2,6,2',6'-tetramethyl-4,4'-oxy-di-aniline 
• 33008-36-5 α-phenyl-N-(2,6-dimethylphenyl)nitrone 
• 654-42-2 1,4-dihydroxy-2,6-dimethylbenzene 
• 7722-84-1 dihydrogen peroxide 
• 51284-70-9 1,2-bis(2,6-dimethylphenyl)diazene oxide 
• 87-62-7 2,6-dimethylaniline 
• 34743-49-2 4-methoxy-2,6-dimethylaniline 
• 2431-91-6 4-methoxy-2,6-dimethylphenol 
• 103901-74-2 N-(2,6-dimethylphenyl)-N-hydroxyacetamide 
• 52662-13-2 ω-Diethylamino-N-hydroxy-2,6-dimethylacetanilid 
• 52662-14-3 ω-Ethylamino-N-hydroxy-2,6-dimethylacetanilid 
• 135977-27-4 bis-(4-acetylamino-3,5-dimethyl-phenyl)-ether 

Relevant articles and documents

Oxidation of 2,6-dimethylaniline by recombinant human cytochrome P450s and human liver microsomes

2,6-Dimethylaniline (2,6-DMA) is classified as a rodent nasal cavity carcinogen and a possible human carcinogen. The major metabolite of 2,6-DMA in rats and dogs is 4-amino-3,5-dimethylphenol (DMAP) but oxidization of the amino group to produce metabolite

Redox-Neutral Selenium-Catalysed Isomerisation of para-Hydroxamic Acids into para-Aminophenols

A selenium-catalysed para-hydroxylation of N-aryl-hydroxamic acids is reported. Mechanistically, the reaction comprises an N?O bond cleavage and consecutive selenium-induced [2,3]-rearrangement to deliver para-hydroxyaniline derivatives. The mechanism is studied through both 18O-crossover experiments as well as quantum chemical calculations. This redox-neutral transformation provides an unconventional synthetic approach to para-aminophenols.

Bi(I)-Catalyzed Transfer-Hydrogenation with Ammonia-Borane

A catalytic transfer-hydrogenation utilizing a well-defined Bi(I) complex as catalyst and ammonia-borane as transfer agent has been developed. This transformation represents a unique example of low-valent pnictogen catalysis cycling between oxidation states I and III, and proved useful for the hydrogenation of azoarenes and the partial reduction of nitroarenes. Interestingly, the bismuthinidene catalyst performs well in the presence of low-valent transition-metal sensitive functional groups and presents orthogonal reactivity compared to analogous phosphorus-based catalysis. Mechanistic investigations suggest the intermediacy of an elusive bismuthine species, which is proposed to be responsible for the hydrogenation and the formation of hydrogen.