Polyhalogenonitrobenzenes and derived compounds. Part 1. Reactions of 1,2,3,4-tetrachloro-5,6-dinitrobenzene with amines
- 1 January 1978
- journal article
- research article
- Published by Royal Society of Chemistry (RSC) in Journal of the Chemical Society, Perkin Transactions 1
- No. 10,p. 1204-1208
- https://doi.org/10.1039/p19780001204
Abstract
The relationship between amine structure and the nature of the products obtained in their reaction with 1,2,3,4-tetrachloro-5,6-dinitrobenzene has been investigated. Primary amines react by displacing a nitro group whereas acyclic secondary amines, in general, reacted by replacing a chlorine atom from a position ortho to a nitro group. The reactivity of cyclic secondary amines, e.g. piperidine was more variable. These results have been rationalised in terms of steric and electronic effects.Keywords
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