Organic Chemistry As a Second Language: Second Semester Topics
Organic Chemistry As a Second Language: Second Semester Topics
4th Edition
ISBN: 9781119110651
Author: David R. Klein
Publisher: WILEY
Question
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Chapter 8.6, Problem 8.29P
Interpretation Introduction

Interpretation:

Major product has to be predicted for the given reaction.

Organic Chemistry As a Second Language: Second Semester Topics, Chapter 8.6, Problem 8.29P , additional homework tip  1

Concept Introduction:

Alkylation of enolate can be done using alkyl halides.  The ketone is treated with lithium diisopropylamide, where an enolate is formed.  The formed enolate attack the alkyl halide to install the alkyl group at the alpha position.  Alkylation of enolate is an SN2 reaction.  This reaction takes place only when primary halide is used. If a secondary halide is used, elimination takes place.  More substituted enolate will be more stable than the less substituted one.  Therefore, the alkylation happens in the less substituted enolate as it forms faster.  LDA reacts with ketone to give the kinetic enolate which is the less‑substituted enolate.  An example for this reaction is,

Organic Chemistry As a Second Language: Second Semester Topics, Chapter 8.6, Problem 8.29P , additional homework tip  2

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Chapter 8 Solutions

Organic Chemistry As a Second Language: Second Semester Topics

Ch. 8.2 - Prob. 8.13PCh. 8.3 - Predict the products of each of the following...Ch. 8.3 - Predict the products of each of the following...Ch. 8.3 - Predict the products of each of the following...Ch. 8.3 - Predict the products of each of the following...Ch. 8.4 - Prob. 8.20PCh. 8.4 - Prob. 8.21PCh. 8.4 - Prob. 8.22PCh. 8.4 - Prob. 8.23PCh. 8.5 - Prob. 8.25PCh. 8.5 - Prob. 8.26PCh. 8.5 - On a separate piece of paper, draw a mechanism for...Ch. 8.6 - Prob. 8.29PCh. 8.6 - Predict the major product for each of the...Ch. 8.6 - Predict the major product for each of the...Ch. 8.6 - Predict the major product for each of the...Ch. 8.6 - Identify the reagents you would use to achieve...Ch. 8.6 - Identify the reagents you would use to achieve...Ch. 8.6 - Identify the reagents you would use to achieve...Ch. 8.7 - Predict the major product for each of the...Ch. 8.7 - Predict the major product for each of the...Ch. 8.7 - Predict the major product for each of the...Ch. 8.7 - Prob. 8.42PCh. 8.7 - Prob. 8.43PCh. 8.7 - Prob. 8.44PCh. 8.7 - Prob. 8.45PCh. 8.7 - Prob. 8.47PCh. 8.7 - Prob. 8.48PCh. 8.7 - Prob. 8.49PCh. 8.7 - Prob. 8.50PCh. 8.8 - Prob. 8.52PCh. 8.8 - Prob. 8.53PCh. 8.8 - Prob. 8.54PCh. 8.8 - Prob. 8.55PCh. 8.8 - Prob. 8.57PCh. 8.8 - Prob. 8.58PCh. 8.8 - Prob. 8.59PCh. 8.8 - Prob. 8.60PCh. 8.8 - Propose a mechanism for each of the following...Ch. 8.8 - Propose a mechanism for each of the following...Ch. 8.8 - Prob. 8.64PCh. 8.9 - Prob. 8.66PCh. 8.9 - Prob. 8.67PCh. 8.9 - Prob. 8.68PCh. 8.9 - Prob. 8.69PCh. 8.9 - Prob. 8.70PCh. 8.9 - Prob. 8.71PCh. 8.9 - Prob. 8.72PCh. 8.9 - Identify what reagents you would use to achieve...Ch. 8.9 - Identify what reagents you would use to achieve...Ch. 8.9 - Identify what reagents you would use to achieve...Ch. 8.10 - Prob. 8.78PCh. 8.10 - Prob. 8.79PCh. 8.10 - Prob. 8.80PCh. 8.10 - Propose a synthesis for each of the following...Ch. 8.10 - Propose a synthesis for each of the following...Ch. 8.10 - Propose a synthesis for each of the following...Ch. 8.10 - Propose a synthesis for each of the following...