Nucleophilic substitution of pentachloronitrobenzene with secondary amines under high pressure |
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| Authors: | Toshikazu Ibata Xinzhuo Zou |
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| Affiliation: | 1. Professor of Chemistry, College of General Education, Osaka University , Toyonaka, Osaka, 560, Japan;2. Lecturer of Chemistry, East China Normal University , 3663 Zhongshangbei Road, Shanghai, 200062, China |
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| Abstract: | Abstract Nucleophilic substitution of pentachloronitrobenzene with morpholine, pyrrolidine, and diethylamine under high pressure of 0.10 to 0.78 GPa gave nitro group-substitution product and chlorine substitution products of ortho-mono-, para-mono-, ortho-ortho-di-, ortho-para-di-, ortho-ortho-para-trisubstitution products depending upon the amount of amine and pressure. Reactivity of amines was determined to be in the order of pyrrolidine > morpholine > diethylamine. Disubstitution and trisubstitution reactions to give diamino and triamino nitrobenzene were found to become slow by the introduction of electron-donating amino group. |
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| Keywords: | Pentachloronitrobenzene Ar reaction secondary amine high pressure |
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