Organic Chemistry: Principles and Mechanisms (Second Edition)
Organic Chemistry: Principles and Mechanisms (Second Edition)
2nd Edition
ISBN: 9780393663556
Author: Joel Karty
Publisher: W. W. Norton & Company
Question
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Chapter 20, Problem 20.29P
Interpretation Introduction

Interpretation:

Which products in problem 20.28 will produce methyl cyclohexylmethanoate when treated with NaOCH3 is to be identified.

Concept introduction:

The reaction in which one form of an ester is converted to another form by changing the carbon skeleton of the (OR) part of the ester is called transesterification. The transesterification reaction is a nucleophilic addition-elimination reaction. In the first step, the nucleophile adds the electro-poor carbonyl carbon of an ester, which forces the bonding pair of carbonyl p bond onto the O atom. A negative charge is produced on that O, and a tetrahedral intermediate is formed. In the second step, the tetrahedral intermediate undergoes nucleophilic elimination to form the transesterification product. Transesterification is a reversible reaction.

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Chapter 20 Solutions

Organic Chemistry: Principles and Mechanisms (Second Edition)

Ch. 20 - Prob. 20.11PCh. 20 - Prob. 20.12PCh. 20 - Prob. 20.13PCh. 20 - Prob. 20.14PCh. 20 - Prob. 20.15PCh. 20 - Prob. 20.16PCh. 20 - Prob. 20.17PCh. 20 - Prob. 20.18PCh. 20 - Prob. 20.19PCh. 20 - Prob. 20.20PCh. 20 - Prob. 20.21PCh. 20 - Prob. 20.22PCh. 20 - Prob. 20.23PCh. 20 - Prob. 20.24PCh. 20 - Prob. 20.25PCh. 20 - Prob. 20.26PCh. 20 - Prob. 20.27PCh. 20 - Prob. 20.28PCh. 20 - Prob. 20.29PCh. 20 - Prob. 20.30PCh. 20 - Prob. 20.31PCh. 20 - Prob. 20.32PCh. 20 - Prob. 20.33PCh. 20 - Prob. 20.34PCh. 20 - Prob. 20.35PCh. 20 - Prob. 20.36PCh. 20 - Prob. 20.37PCh. 20 - Prob. 20.38PCh. 20 - Prob. 20.39PCh. 20 - Prob. 20.40PCh. 20 - Prob. 20.41PCh. 20 - Prob. 20.42PCh. 20 - Prob. 20.43PCh. 20 - Prob. 20.44PCh. 20 - Prob. 20.45PCh. 20 - Prob. 20.46PCh. 20 - Prob. 20.47PCh. 20 - Prob. 20.48PCh. 20 - Prob. 20.49PCh. 20 - Prob. 20.50PCh. 20 - Prob. 20.51PCh. 20 - Prob. 20.52PCh. 20 - Prob. 20.53PCh. 20 - Prob. 20.54PCh. 20 - Prob. 20.55PCh. 20 - Prob. 20.56PCh. 20 - Prob. 20.57PCh. 20 - Prob. 20.58PCh. 20 - Prob. 20.59PCh. 20 - Prob. 20.60PCh. 20 - Prob. 20.61PCh. 20 - Prob. 20.62PCh. 20 - Prob. 20.63PCh. 20 - Prob. 20.64PCh. 20 - Prob. 20.65PCh. 20 - Prob. 20.66PCh. 20 - Prob. 20.67PCh. 20 - Prob. 20.68PCh. 20 - Prob. 20.69PCh. 20 - Prob. 20.70PCh. 20 - Prob. 20.71PCh. 20 - Prob. 20.1YTCh. 20 - Prob. 20.2YTCh. 20 - Prob. 20.3YTCh. 20 - Prob. 20.4YTCh. 20 - Prob. 20.5YTCh. 20 - Prob. 20.6YTCh. 20 - Prob. 20.7YTCh. 20 - Prob. 20.8YTCh. 20 - Prob. 20.9YTCh. 20 - Prob. 20.10YTCh. 20 - Prob. 20.11YTCh. 20 - Prob. 20.12YTCh. 20 - Prob. 20.13YT
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