ORGANIC CHEMISTRY
ORGANIC CHEMISTRY
6th Edition
ISBN: 9781266633973
Author: SMITH
Publisher: MCG
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Chapter 22, Problem 53P
Interpretation Introduction

Interpretation: The stepwise mechanism for the given Robinson annulation is to be drawn.

Concept introduction: Robinson annulation is a combination of Michael addition and intramolecular aldol condensation reactions. It takes place between an α,β-unsaturated carbonyl compound and a carbonyl compound. The enolate formation takes place from carbonyl compound which attacks the α,β-unsaturated carbonyl compound to form 1,5-dicarbonyl compound. This compound undergoes intramolecular aldol condensation which leads to the formation of a ring.

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For each reaction below, decide if the first stable organic product that forms in solution will create a new CC bond, and check the appropriate box. Next, for each reaction to which you answered "Yes" to in the table, draw this product in the drawing area below. Note for advanced students: for this problem, don't worry if you think this product will continue to react under the current conditions - just focus on the first stable product you expect to form in solution. ? Will the first MgBr product that forms in this reaction create a new CC bond? olo ? OH جمله O Yes Ⓒ No MgCl ? Will the first product that forms in this reaction create a new CC bond? Click and drag to start drawing a structure. Yes No X ☐ : ☐ टे PH
Assign all the protons
PROPOSE REACTION MECHANISM FOR ACID-CATALYZED REACTION OF 3-PENTANONE WITH DIMETHYLAMINE

Chapter 22 Solutions

ORGANIC CHEMISTRY

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