PHOTO-CHEMICAL GENERATION OF THE 2,4,6-TRINITROBENZYL ANION

被引:26
作者
BURLINSON, NE
SITZMAN, ME
KAPLAN, LA
KAYSER, E
机构
[1] Naval Surface Weapons Center, White Oak, Silver Spring
关键词
D O I
10.1021/jo01335a016
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
Photolysis of aqueous solutions of 2, 4, 6-trinitrotoluene results in initial formation of the 2, 4, 6-trinitrobenzyl anion, 1. Evidence for this reactive intermediate, photogenerated in acidic or neutral media, is demonstrated by (1) its ability to exchange hydrogen for deuterium in photolyzed D20 solutions, (2) by its facile condensation with p-nitroso-N, N-dimethylaniline to form a Schiff base, and (3) by its very rapid photonitrosation with nitrous acid to form, initially, syn-2, 4, 6-trinitrobenzaldoxime. © 1979, American Chemical Society. All rights reserved.
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页码:3695 / 3698
页数:4
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