Free Radicals in Nucleophilic Aromatic Substitution of N-tert-Butyl-2,4,6-trinitrobenzamide
Abstract
The nucleophilic aromatic substitution of N-tert-butyl-2,4,6-trinitrobenzamide (NtBB) has been carried out in dimethylsulfoxide in the presence and absence of sodium cholate under photolytic and nonphotolytic conditions. The formation of at least two free radicals was observed in the formation and decomposition of the intermediate 1-hydroxy sigma-(or Meisenheimer-)complex(es) of NtBB in the absence of oxygen. The obtained results are compared and contrasted with those for other nucleophilic aromatic substitutions in which free radicals have been observed.
Description
Program year: 1978/1979Digitized from print original stored in HDR
Subject
N-tert-butyl-2,4,6-trinitrobenzamideNtBB
dimethylsulfoxide
sodium cholate
photolytic
nonphotolytic
free radicals
nucleophilic aromatic substitutions
Citation
Bugg, James Lowery III (1979). Free Radicals in Nucleophilic Aromatic Substitution of N-tert-Butyl-2,4,6-trinitrobenzamide. University Undergraduate Fellow. Available electronically from https : / /hdl .handle .net /1969 .1 /CAPSTONE -DavisM _1986.