Organic Chemistry (6th Edition)
Organic Chemistry (6th Edition)
6th Edition
ISBN: 9781260119107
Author: Janice Gorzynski Smith
Publisher: McGraw Hill Education
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Chapter 21.8, Problem 18P
Interpretation Introduction

Interpretation: Reagents needed to convert A to naproxen using enolate alkylation are to be predicted. The reason for the formation of a racemic product is to be stated.

Concept introduction: Alkylation of aldehydes and ketones takes place in the presence of a strong base. The use of appropriate base, solvent and temperature can yield one major product regioselectively.

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Why is it not advisable to use aqueous hydrochloric acid in a Grignard reaction of a ketone? A) The Grignard reagent will react with the acid and cannot react with the ketone. B) The ketone will be protonated and will become unreactive. C) The ketone will form an unreactive enol. D) The Grignard reagent won't dissolve in aqueous solutions
What is the structure of the product formed when A is heated in the presence of maleic acid? Explain why only one product is formed even though A has four double bonds. HOOC COOH A maleic acid
Draw structures for the carbonyl electrophile and enolate nucleophile.

Chapter 21 Solutions

Organic Chemistry (6th Edition)

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