Date of Award
6-1976
Document Type
Open Access
Degree Name
Bachelor of Science
Department
Chemistry
Language
English
Abstract
0-(phenyl)hydroxylamine and its p-nitrated derivative were synthesized for use in a study of substitution reactions at an sp3 hybridized nitrogen atom. The 0-(phenyl)hydroxylamine was decomposed thermally in several nonnucleophilic solvents and in water, with base present. It is proposed that in organic solvents, the decomposition proceeds by a radical mechanism involving a solvent cage intermediate. Ammonia and aminophenols are the major products. In water, it appears that an SN1 reaction producing phenoxide may compete with the radical mechanism.
Recommended Citation
Kennicott, Helen Carol, "The synthesis and decomposition of O-substituted phenylhydroxylamines" (1976). Honors Theses. 1828.
https://digitalworks.union.edu/theses/1828
Rights Statement
