Organic Chemistry
Organic Chemistry
11th Edition
ISBN: 9781118133576
Author: T. W. Graham Solomons, Craig Fryhle
Publisher: Wiley, John & Sons, Incorporated
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Chapter 18, Problem 23P
Interpretation Introduction

Interpretation:

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

Concept Introduction:

▸ The βdicarbonyl compound can be converted into enolate ions in the presence of sodium ethoxide.

▸ Alkylation of the βdicarbonyl compound is a SN2 reaction.

▸ Decarboxylation of βketoacid takes place in the presence of heat.

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Propose a reasonable synthesis for each of the following compounds from the indicated starting materials and any other reagents.
Suggest the most appropriate method for each of the following laboratory syntheses.(a) cyclopentanol ¡ cyclopentanone
(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

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Organic Chemistry

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