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Kinetic and equilibrium studies of σ??adduct formation and nucleophilic substitution in the reactions of morpholine with 1, 3, 5??trinitrobenzene and some phenyl aryl …

RA Chamberlin, MR Crampton…

文献索引:Chamberlin, Rachel A.; Crampton, Michael R.; Robotham, Ian A. Journal of Physical Organic Chemistry, 1996 , vol. 9, # 3 p. 152 - 158

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被引用次数: 6

摘要

Abstract Reactions of morpholine in dimethyl sulphoxide at unsubstituted ring positions of 1, 3, 5-trinitrobenzene, and phenyl 2, 4, 6-trinitrophenyl ether, yield anionic σ-adducts via zwitterionic intermediates. Reactions at the 1-position of phenyl 2, 4, 6-trinitrophenyl ether, phenyl 2, 4-dinitronaphthyl ether, and phenyl 2, 4-dinitrophenyl ether result in substitution of the phenoxy groups. In both these reaction types proton-transfer is rate-limiting. ...