82860-27-3

Basic information

• Product Name: Di-p-tolyl-diazene N,N'-dioxide
• CAS NO: 82860-27-3
• Molecular Weight: 242.277
• Mol File: 82860-27-3.mol
• Article Data: 4

Chemical Properties

• CAS DataBase Reference: Di-p-tolyl-diazene N,N'-dioxide(CAS DataBase Reference)
• NIST Chemistry Reference: Di-p-tolyl-diazene N,N'-dioxide(82860-27-3)
• EPA Substance Registry System: Di-p-tolyl-diazene N,N'-dioxide(82860-27-3)

Safety Data

• Hazardous Substances Data: 82860-27-3(Hazardous Substances Data)

Upstream product

• 623-11-0 1-methyl-4-nitrosobenzene 
• 89715-81-1 nitrosobenzene-¹⁵N 
• 106-49-0 p-toluidine 

Downstream Products

• 623-11-0 1-methyl-4-nitrosobenzene 

Relevant articles and documents

Nitrosobenzene cross-dimerization: Structural selectivity in solution and in solid state

Possibility of nitrosobenzenes to form dimeric molecular structures (azodioxides) is used as a model for intermolecular selectivity investigations in solution as well as in solid state. Cross-dimerization of different combinations of p- and m-substituted nitrosobenzene pairs was studied by variable temperature 1H NMR, solid-state NMR (CP MAS), IR, and ab initio calculations. It is evident that p-nitronitrosobenzene behaves nonselectively because it forms dimers with all the studied nitrosobenzene partners. In contrast, p-methoxynitrosobenzene in most cases does not form dimers. The evidence that ability to form dimers is different in solution than in the solid state can be explained by influence of molecular arrangements in the crystal lattice.

Oxidation of Aromatic Amines with Hydrogen Peroxide Catalyzed by Cetylpyridinium Heteropolyoxometalates

Various substituted anilines 1 were selectively converted into the corresponsing nitrosobenzenes 2 or nitrobenzenes 3 by oxidation with aqueous hydrogen peroxide catalyzed by heteropolyoxometalates.The oxidation of anilines 1 with 35percent H2O2 catalyzed by peroxotungstophosphate (PCWP) at room temperature in chloroform under two-phase conditions afforded nitrosobenzene 2 with high selectivity.When the same reactions were carried out at higher temperature (e.g., refluxing chloroform), nitrobenzenes 3 were obtained in good yields.The oxidation of aniline (1a) with dilute H2O2 catalyzed by PCWP (2 wtpercent) in an aqueous medium produced azoxybenzene (4a) with high selectivity.Phenylazoxyalkanes 7 were prepared by the first direct cooxidation of 1a in the presence of primary aliphatic amines 6.For example, the oxidation of a 1:2 mixture of 1a and hexylamine (6b) with 35percent H2O2 (6 equiv) in the presence of PCWP produced phenylazoxyhexane (7b) along with a small amount of 4a (8percent).The reaction path for the conversion of anilines to azoxy-, nitroso-, and nitrobenzenes is described.