Essential Organic Chemistry, Global Edition
Essential Organic Chemistry, Global Edition
3rd Edition
ISBN: 9781292089034
Author: Paula Yurkanis Bruice
Publisher: PEARSON
bartleby

Concept explainers

bartleby

Videos

Question
Book Icon
Chapter 13.8, Problem 17P

(a)

Interpretation Introduction

Interpretation:

The product formed in the given reaction has to be identified.

Concept Introduction:

Reaction of an ester having an α hydrogen with one equivalent of a base to yield a β keto ester.

Mechanism for Claisen Condensation:

Essential Organic Chemistry, Global Edition, Chapter 13.8, Problem 17P , additional homework tip  1

  • A base abstracts a proton from the αcarbon forms enolate ion.
  • The enolate ion gets attached to the carbonyl carbon of another ester.
  • The negative charge on oxygen of the carbonyl group reforms, by removing an alkoxide ion.

(b)

Interpretation Introduction

Interpretation:

The product formed in the given reaction has to be identified.

Concept Introduction:

Reaction of an ester having an α hydrogen with one equivalent of a base to yield a β keto ester.

Mechanism for Claisen Condensation:

Essential Organic Chemistry, Global Edition, Chapter 13.8, Problem 17P , additional homework tip  2

  • A base abstracts a proton from the αcarbon forms enolate ion.
  • The enolate ion gets attached to the carbonyl carbon of another ester.
  • The negative charge on oxygen of the carbonyl group reforms, by removing an alkoxide ion.

Blurred answer
Students have asked these similar questions
Draw the products of the following reaction. Indicate whether reaction is an oxidation or a reduction.
Draw the product of the following reaction:
Draw the products of the following reaction. Indicate whether reaction is an oxidation or a reduction.

Chapter 13 Solutions

Essential Organic Chemistry, Global Edition

Knowledge Booster
Background pattern image
Chemistry
Learn more about
Need a deep-dive on the concept behind this application? Look no further. Learn more about this topic, chemistry and related others by exploring similar questions and additional content below.
Recommended textbooks for you
Text book image
EBK A SMALL SCALE APPROACH TO ORGANIC L
Chemistry
ISBN:9781305446021
Author:Lampman
Publisher:CENGAGE LEARNING - CONSIGNMENT
How to Design a Total Synthesis; Author: Chemistry Unleashed;https://www.youtube.com/watch?v=9jRfAJJO7mM;License: Standard YouTube License, CC-BY