New and facile substitution reactions at tertiary carbon. The m-nitrocumyl system

N Kornblum, TM Davies, GW Earl, NL Holy…

Index: Kornblum,N. et al. Journal of the American Chemical Society, 1968 , vol. 90, p. 6219 - 6221

Full Text: HTML

Citation Number: 8

Abstract

I v (which gives oxygen alkylation) competes successfully with the radical-anion sequence in the case of mnitrobenzyl~ hloride.~'J~~~ m-Nitrocumyl chloride (Va), being a tertiary chloride, would not be expected to undergo sN2 displacements,'and since the radical anion derived from m-nitrocumyl chloride is analogous to IV, elimination of chloride ion should be relatively difficult. Nonetheless, when mnitrocumyl chloride (Va) is treated with a solution ...