Differing behavior of pyrrolidine and piperidine as nucleophiles toward 2, 4-dinitrophenyl and 2, 4-dinitro-6-methylphenyl phenyl ethers

JF Bunnett, AV Cartano

文献索引：Bunnett, Joseph F.; Cartano, Artemio V. Journal of the American Chemical Society, 1981 , vol. 103, # 16 p. 4861 - 4865

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被引用次数: 45

摘要

Abstract: Kinetics of the hydroxydephenoxylation reactions of the two title ethers with NaOH and of their aminodephenoxylation reactions with pyrrolidine and piperidine have been determined. The solvent was 60% dioxane/40% water. The 6-methyl group retards reactions with all three nucleophiles. The four aminodephenoxylation reactions are all catalyzed by NaOH, but the pattern of catalysis varies as the amine is changed and as a 6-methyl group ...