Synthesis and X-ray crystal structure of 1, 3, 3-trinitroazetidine

TG Archibald, R Gilardi, K Baum…

Index: Archibald, T. G.; Gilardi, Richard; Baum, K.; George, Clifford Journal of Organic Chemistry, 1990 , vol. 55, # 9 p. 2920 - 2924

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Citation Number: 205

Abstract

1, 3, 3-Trinitroazetidine (1) was synthesized and its structure elucidated by X-ray crystallography. Reaction of l-tert-butyl-& ((methylsulfony1) oxy) azetidine (3a) with sodium nitrite gave 1-tert-butyl-3-nitroazetidine (4a), which was converted to l-tert-butyl-3, 3- dinitroazetidine (5a) by oxidative nitration. Nitrolysis of 5a with acetyl nitrate gave 1. l- Benzhydryl-3, 3-dinitroazetidine (5b) did not undergo a similar nitrolysis. Single-crystal X- ...