- NITRATION IN THE CARBAZOLE SERIES
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Nitration of 9-tosylcarbazole in acetic anhydride solution gives 1-nitro (28percent), 2-nitro (19percent) and 3-nitro (53percent) derivatives.The mixture of the nitro compounds obtained from 9-acetylcarbazole contains 10percent, 48percent and 42percent of the isomers, respectively.Under similar conditions 9-nitrosocarbazole shows a different isomer distribution: 34percent of 1-nitro and 66percent of 3-nitrocarbazole.Nitration of carbazole is a two step process involving formation and rarrangement of 9-nitrocarbazole.The hypothesis was supported by the results of 1,3,6,8-tetrachlorocarbazole nitration and oxidation of 9-nitrosocarbazole and rearrengement of 9-nitrocarbazole in the nitration conditions.
- Kyziol, Janusz B.,Daszkiewicz, Zdzislaw
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p. 1857 - 1862
(2007/10/02)
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