Organic Chemistry
Organic Chemistry
12th Edition
ISBN: 9781118875766
Author: T. W. Graham Solomons, Craig B. Fryhle, Scott A. Snyder
Publisher: WILEY
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Chapter 18, Problem 18P
Interpretation Introduction

Interpretation:

The structural formula of the product formed in each of the given reactions is to be provided.

Concept Introduction:

▸ LDA stands for lithium disopyramide. It is a strong base.

▸ In Sn2 reaction, one bond is broken and one bond is formed. In Sn2 reaction, the nucleophile attacks the less sterically hindered carbon.

▸ Alkylation of ketones takes place with the help of lithium enolates.

▸ Sodium hydride is used to generate the enolate ions.

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(c) Answer each of the questions below that relate to acetophenone: Xo (i) (ii) (iii) Draw the structure of the enol form of acetophenone. Give a stepwise mechanism for the conversion of acetophenone into its enol form. Show how each of the three compounds A, B and C below can be prepared from acetophenone. Explain clearly what reactants/reagents would be required in each case. odocor A B Br C
(a) (b) (c) Suggest a synthesis of the following alkene (A) using a Wittig reaction strategy. Draw the starting material(s), key reagent and a full reaction mechanism including an explanation of the observed geometry. Which of the following (B) and (C) will favour the enol form? Briefly explain your reasoning. Predict the product(s) and provide a mechanism for each of the following transformations: (i) (ii) OMe OMe Base OEt NaOEt
Provide the reagents required to complete the following transformations. (a) □ (b) на öd io: HỌ: 0.

Chapter 18 Solutions

Organic Chemistry

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