Hydroxylamine formation

Hollocher, T. C., Tate, M. E., and Nicholas, D. J. D. (1981). Oxidation of ammonia by Nitrosomonas europaea. Definitive O-tracer evidence that hydroxylamine formation involves a monooxygenase. J. Biol. Chem. 256, 10834-10836. 

N-Oxidation. (V-oxidation can occur in a number of ways, including hydroxylamine formation, oxime formation, and N-oxide formation, although the latter is primarily dependent on the FMO enzyme. Hydroxylamine formation occurs with a number of amines such as aniline and many of its substituted derivatives. In the case of 2-acetylaminofluorene the product is a potent carcinogen, and thus the reaction is an activation reaction (Figure 7.6). 

H. Munakata, Y. Oumi, A. Miyamoto, A DET study on peroxo-complex in titanosilicate catalyst Hydrogen peroxide activation on titanosilicalite-1 catalyst and reaction mechanisms for catalytic olefin epoxidation and for hydroxylamine formation from ammonia, J. Phys. Chem. B 105 (2001) 3493. 

Under thermal conditions, hydroxylamine ethers can reversibly decompose (Reaction 15). The radicals formed disproportionate to eliminate olefins and yield hydroxylamine (Reaction 16). In the presence of sufficiently effective acceptors of alkyl radicals (e.g., oxygen), the reaction rate of peroxy radical formation is much higher than that of hydroxylamine formation. Thus, in the process of polymer photooxidation, nitroxyl radicals regenerate and can break multiple oxidative chains. 

Hydrogen peroxide, 21. Hydrosulphite, formation of, 85, Hydroxylamine, formation of, 82. 

Winter HR, Trapnell CB, Slattery JT, Jacobson M, Green an DL, Hootc i TM, Unadkat JD. The effect of cmrithromycin, fluconazole, and rifabutin on sulfamethoxazole hydroxylamine formation in individuals with human immunodeficiency virus infection (AACTG 283). Clm Pharmacol Ther (2004) 76,313-22. 

Figure 8. Hydroxylamine Formation on Ti Silicalite. (Adapted from ref 7).

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