149522-74-7

Basic information

• Product Name: p-chloronitrosobenzene dimer
• CAS NO: 149522-74-7
• Molecular Weight: 283.114
• Mol File: 149522-74-7.mol
• Article Data: 4

Chemical Properties

• CAS DataBase Reference: p-chloronitrosobenzene dimer(CAS DataBase Reference)
• NIST Chemistry Reference: p-chloronitrosobenzene dimer(149522-74-7)
• EPA Substance Registry System: p-chloronitrosobenzene dimer(149522-74-7)

Safety Data

• Hazardous Substances Data: 149522-74-7(Hazardous Substances Data)

Upstream product

• 106-47-8 4-chloro-aniline 
• 932-98-9 1-chloro-4-nitroso-benzene 
• 24176-50-9 4-bromo<(15)N>aniline 
• 1119578-11-8 4-bromo-¹⁵N-nitrosobenzene 
• 823-86-9 N-(4-chlorophenyl)hydroxylamine 

Downstream Products

• 932-98-9 1-chloro-4-nitroso-benzene 
• 614-26-6 4,4'-bis(chloro)azoxybenzene 

Relevant articles and documents

Mechanochemically induced cross-dimerizations of nitrosobenzenes. Kinetics and solid-state isotope effects

Mechanical treatment (milling) of crystals of aromatic nitroso dimers (azodioxides) induces their dissociation and cross-dimerizations. The mechanisms of these processes are discussed on the basis of kinetic studies and the solid-state 15 N kinetic isotope effect, which is measured for the first time. By comparison with analogous processes in cocrystals and in melts, it appears that the reactions follow similar mechanism in which the surface deformations play the crucial role. The system can also be used as a model for a more general conceptual study of solid-state reaction mechanisms. Copyright

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.