7499-59-4

Upstream product

• 37515-51-8 6-hydroxychrysene 
• 857619-20-6 2-diazo-1-(2-[2]naphthyl-phenyl)-ethanone 
• 855754-28-8 acetic acid-(11,12-dihydro-chrysen-6-yl ester) 
• 62018-15-9 2-(2-phenylnaphthalen-1-yl)acetic acid 
• 108-24-7 acetic anhydride 
• 64-19-7 acetic acid 
• 5435-44-9 (E)-3-Ureido-but-2-enoic acid ethyl ester 
• 7664-93-9 sulfuric acid 
• 7496-02-8 6-nitrochrysene 
• 15131-84-7 chrysene 5,6-oxide 
• 218-01-9 chrysene 
• 2642-98-0 6-aminochrysene 

Downstream Products

• 37515-51-8 6-hydroxychrysene 

Relevant academic research and scientific papers

Chemical Oxidation of Nitrated Polycyclic Aromatic Hydrocarbons: Hydroxylation with Superoxide Anion Radical

Nitrated polycyclic aromatic hydrocarbon (nitroPAH) is a potent mutagen which is reductively and/or oxidatively metabolized. Biological oxidation of nitroPAH, such as hydroxylation and epoxidation, is known, but chemical oxidation has been reported in only a few papers. NitroPAH is barely oxidized by various chemical oxidants because of the electron deficient property of the aromatic ring with the nitro substituent. Nucleophilic reactivity of superoxide anion radical is known, and thus the oxidation of nitroPAH with the chemically generated superoxide anion radical was carried out in this study. When 1-nitropyrene was reacted with KO2/18-crown-6 in dimethylformamide, 5-, 6-, 8-, and 9-hydroxy-1-nitropyrenes and 1-hydroxypyrene were obtained in preparative yields. Three isomeric dinitropyrenes, 3-nitrofluoranthene, 6-nitrobenzopyrene, and 6-nitrochrysene, were oxidized to hydroxy derivatives, some of which correspond to the oxidative metabolite of nitroPAH. The oxidation of dinitropyrenes with trifluoroperacetic acid gave K-region oxidized products.

Reactions of the K-Region Epoxides of Polycyclic Aromatic Hydrocarbons with Phosphodiesters. A Potential Detoxification Reaction

Phenanthrene 9,10-oxide reacts with diethyl hydrogen phosphate to give 9-phenanthrol.The reaction was first order in both epoxide and phosphate concentrations, with a pseudo-first-order rate constant kφ = 6.2e-1 mol-1Ls-1.Similarly, chrysene 5,6-oxide on reaction with phosphate opened regiospecifically to give 6-chrysenol.Several anilinium phosphate salts were prepared and reacted with phenanthrene 9,10-oxide.The extent of reaction was markedly influenced by the pKa of the anilinium salt.The biological implications of this study in understanding the relative noncarcinogenicity of K-region arene oxides are discussed.