Anomalous nitration of fluoranthene with nitrogen dioxide in carbon tetrachloride

GL Squadrito, DF Church, WA Pryor

Index: Squadrito, Giuseppe L.; Church, Daniel F.; Pryor, William A. Journal of the American Chemical Society, 1987 , vol. 109, # 21 p. 6535 - 6537

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Citation Number: 21

Abstract

a molecule of nitric acid. We have studied the nitration of 1 under a variety of conditions (Table I). In CH2C12, N 0 2/N z 0 4 displays the same positional order of reactivity as does HNO, in Ac20, the classical reagent for electrophilic nitration. Thus, N02/N204 appears to react primarily by an electrophilic mechanism in CHZClz;'however, we also have found that a small amount of 2-nitrofluoranthene (2NF) is formed in CH2C12, which appears to have ...