ORGANIC CHEMISTRY (LOOSELEAF)
ORGANIC CHEMISTRY (LOOSELEAF)
6th Edition
ISBN: 9781260475630
Author: SMITH
Publisher: MCG
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Chapter 22, Problem 51P
Interpretation Introduction

Interpretation: The validation of the fact that among the given products, 1-acetylcyclopentene is the major product and other are minor products is to be stated. The stepwise mechanism for the formation of given products is to be drawn.

Concept introduction: The Aldol condensation reaction that takes place within the same molecule in presence of strong base is known as intramolecular aldol reactions. This reaction takes place within the dicarbonyl compounds in which one carbonyl group forms the enolate that acts as a nucleophile and reacts with second carbonyl group which acts as electrophile.

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4. Give the structures of the aldol products that form when each of the following compounds or mixtures is treated with NAOH. a) Butanal b) Cyclopentanone c) Acetophenone d)-Chlorobenzaldehyde and 2,2-dimethylcyclohexanone
What is the product if this compound underwent aldol condesation with a base (NaOH), and how?
Use the curved arrow formalism to draw the complete mechanism for the aldol addition reaction. (It is not necessary to show the aldol condensation step). The reaction is: butyraldehyde with ether solvent and KOH to form the product 2-ethyl-3-hydroxyhexanal

Chapter 22 Solutions

ORGANIC CHEMISTRY (LOOSELEAF)

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