AI Article Synopsis
- A model system was utilized to examine the radicals generated when N-nitroso compounds undergo denitrosation through photolytic cleavage.
- Free radicals were produced at room temperature and neutral pH, and were partially characterized using spin traps like DMPO and PBN.
- The study found that nitrogen-centered radicals arise during the initial photolysis phase of both nitrosamines and nitrosamides, suggesting that a secondary reaction or rearrangement takes place afterward, leading to carbon-centered radical adducts in nitrosamines.
Article Abstract
A model system has been used to study the types of radicals formed on denitrosation of N-nitroso compounds. Free radicals were formed at room temperature (22 degrees-23 degrees C) and neutral pH by photolytic cleavage of N-nitroso bonds and were partially characterized following their addition to the spin traps 5,5-dimethyl-1-pyrroline-N-oxide (DMPO) and N-tert-butyl-alpha-phenyl-nitrone (PBN). Carbon-centered radical adducts were obtained during nitrosamine photolysis and nitrogen-centered radical adducts during nitrosamide photolysis. Since both the nitrosamines and nitrosamides initially form nitrogen-centered radicals on photolysis, a secondary reaction or rearrangement must occur after initial N-nitroso bond cleavage in the nitrosamines. Mechanisms are proposed to account for these results.
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| http://dx.doi.org/10.1016/0891-5849(87)90036-0 | DOI Listing |
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