Essential Organic Chemistry, Global Edition
Essential Organic Chemistry, Global Edition
3rd Edition
ISBN: 9781292089034
Author: Paula Yurkanis Bruice
Publisher: PEARSON
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Chapter 11, Problem 38P
  1. a. List the following esters in order of decreasing reactivity in the first slow step of a nucleophilic acyl substitution reaction (formation of the tetrahedral intermediate).
  2. b. List the same esters in order of decreasing reactivity in the second slow step of a nucleophilic acyl substitution reaction (collapse of the tetrahedral intermediate).

Chapter 11, Problem 38P, a. List the following esters in order of decreasing reactivity in the first slow step of a , example  1

Chapter 11, Problem 38P, a. List the following esters in order of decreasing reactivity in the first slow step of a , example  2

Chapter 11, Problem 38P, a. List the following esters in order of decreasing reactivity in the first slow step of a , example  3

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a. Rank the following esters from most reactive to least reactive in the first slow step of a nucleophilic acyl substitution reaction (formation of thetetrahedral intermediate): b. Rank the same esters from most reactive to least reactive in the second slow step of a nucleophilic acyl substitution reaction (collapse of thetetrahedralintermediate).
Indicate who acts as nucleophile and electrophile in the reaction and draw the hemiacetal product.
Explain why acetals do not react with nucleophiles.

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Essential Organic Chemistry, Global Edition

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