8.23 In each of the following indicate which reaction will occur faster. Explain your reasoning. (a) CH3CH₂CH₂CH₂Br or CH3CH₂CH₂CH₂I with sodium cyanide in dimethyl sulfoxide (b) 1-Chloro-2-methylbutane or 1-chloropentane with sodium iodide in acetone (c) Hexyl chloride or cyclohexyl chloride with sodium azide in aqueous ethanol (d) Solvolysis of 1-bromo-2,2-dimethylpropane or tert-butyl bromide in ethanol (e) Solvolysis of isobutyl bromide or sec-butyl bromide in aqueous formic acid (f) Reaction of 1-chlorobutane with sodium acetate in acetic acid or with sodium methoxide in methanol (g) Reaction of 1-chlorobutane with sodium azide or sodium p-toluenesulfonate in aque- ous ethanol

8.23 In each of the following indicate which reaction will occur faster. Explain your reasoning. (a) CH3CH₂CH₂CH₂Br or CH3CH₂CH₂CH₂I with sodium cyanide in dimethyl sulfoxide (b) 1-Chloro-2-methylbutane or 1-chloropentane with sodium iodide in acetone (c) Hexyl chloride or cyclohexyl chloride with sodium azide in aqueous ethanol (d) Solvolysis of 1-bromo-2,2-dimethylpropane or tert-butyl bromide in ethanol (e) Solvolysis of isobutyl bromide or sec-butyl bromide in aqueous formic acid (f) Reaction of 1-chlorobutane with sodium acetate in acetic acid or with sodium methoxide in methanol (g) Reaction of 1-chlorobutane with sodium azide or sodium p-toluenesulfonate in aque- ous ethanol

Organic Chemistry

8th Edition

ISBN:9781305580350

Author:William H. Brown, Brent L. Iverson, Eric Anslyn, Christopher S. Foote

Publisher:William H. Brown, Brent L. Iverson, Eric Anslyn, Christopher S. Foote

Chapter20: Dienes, Conjugated Systems, And Pericyclic Reactions

Section: Chapter Questions

Problem 20.50P

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