N-Nitrosamines by themselves are not significant carcinogens. However, they are activated in the liver by a class of iron-containing enzymes (members of the cytochrome P-450 family). Activation involves the oxidation of a C-H bond next to the amine nitrogen to a C-OH group. OH ОН N=0 N=O Og 'N- H+ H N,+ cyt P-450 N-Nitroso- 2-Нydroxy-N- nitrosopiperidine An alkyl diazonium ion piperidine (a carcinogen) Show how this hydroxylation product can be transformed into an alkyl diazonium ion, an active alkylating agent and therefore a carcinogen, in the presence of an acid catalyst.

N-Nitrosamines by themselves are not significant carcinogens. However, they are activated in the liver by a class of iron-containing enzymes (members of the cytochrome P-450 family). Activation involves the oxidation of a C-H bond next to the amine nitrogen to a C-OH group. OH ОН N=0 N=O Og 'N- H+ H N,+ cyt P-450 N-Nitroso- 2-Нydroxy-N- nitrosopiperidine An alkyl diazonium ion piperidine (a carcinogen) Show how this hydroxylation product can be transformed into an alkyl diazonium ion, an active alkylating agent and therefore a carcinogen, in the presence of an acid catalyst.

Chemistry & Chemical Reactivity

10th Edition

ISBN:9781337399074

Author:John C. Kotz, Paul M. Treichel, John Townsend, David Treichel

Publisher:John C. Kotz, Paul M. Treichel, John Townsend, David Treichel

Chapter14: Chemical Kinetics: The Rates Of Chemical Reactions

Section14.7: Reaction Mechanisms

Problem 1.2ACP

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