EBK ORGANIC CHEMISTRY: PRINCIPLES AND M
EBK ORGANIC CHEMISTRY: PRINCIPLES AND M
2nd Edition
ISBN: 9780393630817
Author: KARTY
Publisher: W.W.NORTON+CO. (CC)
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Chapter 17, Problem 17.27P
Interpretation Introduction

Interpretation:

The major product of the given reaction is to be predicted.

Concept introduction:

Nucleophiles can attack an α,β-unsaturated carbonyl at two positions – at the nitrile carbon itself or at the β-carbon. The attack by the nucleophile at the nitrile carbon is called 1, 2- or direct addition because after protonation, the species get added to adjacent atoms. The attack at the β-carbon, on the other hand, is called 1, 4- or conjugate addition. After protonation, two species get added to the atoms separated by three bonds. Whether direct or conjugate addition takes place depends in large part on whether the nucleophile adds to the nitrile carbon reversibly or irreversibly. This, in turn, depends on the type of the nucleophile. Lithium dialkylcuprates, R2CuLi, can be simplified as the nucleophilic species R.

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Chapter 17 Solutions

EBK ORGANIC CHEMISTRY: PRINCIPLES AND M

Ch. 17 - Prob. 17.11PCh. 17 - Prob. 17.12PCh. 17 - Prob. 17.13PCh. 17 - Prob. 17.14PCh. 17 - Prob. 17.15PCh. 17 - Prob. 17.16PCh. 17 - Prob. 17.17PCh. 17 - Prob. 17.18PCh. 17 - Prob. 17.19PCh. 17 - Prob. 17.20PCh. 17 - Prob. 17.21PCh. 17 - Prob. 17.22PCh. 17 - Prob. 17.23PCh. 17 - Prob. 17.24PCh. 17 - Prob. 17.25PCh. 17 - Prob. 17.26PCh. 17 - Prob. 17.27PCh. 17 - Prob. 17.28PCh. 17 - Prob. 17.29PCh. 17 - Prob. 17.30PCh. 17 - Prob. 17.31PCh. 17 - Prob. 17.32PCh. 17 - Prob. 17.33PCh. 17 - Prob. 17.34PCh. 17 - Prob. 17.35PCh. 17 - Prob. 17.36PCh. 17 - Prob. 17.37PCh. 17 - Prob. 17.38PCh. 17 - Prob. 17.39PCh. 17 - Prob. 17.40PCh. 17 - Prob. 17.41PCh. 17 - Prob. 17.42PCh. 17 - Prob. 17.43PCh. 17 - Prob. 17.44PCh. 17 - Prob. 17.45PCh. 17 - Prob. 17.46PCh. 17 - Prob. 17.47PCh. 17 - Prob. 17.48PCh. 17 - Prob. 17.49PCh. 17 - Prob. 17.50PCh. 17 - Prob. 17.51PCh. 17 - Prob. 17.52PCh. 17 - Prob. 17.53PCh. 17 - Prob. 17.54PCh. 17 - Prob. 17.55PCh. 17 - Prob. 17.56PCh. 17 - Prob. 17.57PCh. 17 - Prob. 17.58PCh. 17 - Prob. 17.59PCh. 17 - Prob. 17.60PCh. 17 - Prob. 17.61PCh. 17 - Prob. 17.62PCh. 17 - Prob. 17.63PCh. 17 - Prob. 17.64PCh. 17 - Prob. 17.65PCh. 17 - Prob. 17.66PCh. 17 - Prob. 17.67PCh. 17 - Prob. 17.68PCh. 17 - Prob. 17.69PCh. 17 - Prob. 17.70PCh. 17 - Prob. 17.71PCh. 17 - Prob. 17.72PCh. 17 - Prob. 17.73PCh. 17 - Prob. 17.74PCh. 17 - Prob. 17.75PCh. 17 - Prob. 17.76PCh. 17 - Prob. 17.77PCh. 17 - Prob. 17.78PCh. 17 - Prob. 17.79PCh. 17 - Prob. 17.80PCh. 17 - Prob. 17.81PCh. 17 - Prob. 17.82PCh. 17 - Prob. 17.83PCh. 17 - Prob. 17.84PCh. 17 - Prob. 17.1YTCh. 17 - Prob. 17.2YTCh. 17 - Prob. 17.3YTCh. 17 - Prob. 17.4YTCh. 17 - Prob. 17.5YTCh. 17 - Prob. 17.6YTCh. 17 - Prob. 17.7YTCh. 17 - Prob. 17.8YTCh. 17 - Prob. 17.9YTCh. 17 - Prob. 17.10YTCh. 17 - Prob. 17.11YTCh. 17 - Prob. 17.12YTCh. 17 - Prob. 17.13YTCh. 17 - Prob. 17.14YT
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