Organic Chemistry (6th Edition)
Organic Chemistry (6th Edition)
6th Edition
ISBN: 9781260119107
Author: Janice Gorzynski Smith
Publisher: McGraw Hill Education
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Chapter 14, Problem 63P
Interpretation Introduction

Interpretation: The benzylic halide that reacts faster in an SN1 reaction is to be explained.

Concept introduction: The substitution reaction involves the replacement of one functional group by other functional group. In nucleophilic substitution an electron rich species attack the species that is deficient in electrons. The electrophile and the leaving group together form a substrate. The nucleophile attacks over the substrate and there occurs removal of leaving group from the substrate.

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Identifying electron-donating and electron-withdrawing effects For each of the substituted benzene molecules below, determine the inductive and resonance effects the substituent will have on the benzene ring, as well as the overall electron-density of the ring compared to unsubstituted benzene. Molecule Inductive Effects Resonance Effects Overall Electron-Density CF3 O donating O donating O electron-rich O withdrawing withdrawing O no inductive effects O no resonance effects O electron-deficient O similar to benzene OCH3 Explanation Check O donating O donating ○ withdrawing withdrawing O no inductive effects no resonance effects electron-rich electron-deficient O similar to benzene Х © 2025 McGraw Hill LLC. All Rights Reserved. Terms of Use | Privacy Center
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