Organic Chemistry Study Guide and Solutions
Organic Chemistry Study Guide and Solutions
6th Edition
ISBN: 9781936221868
Author: Marc Loudon, Jim Parise
Publisher: W. H. Freeman
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Diol
In chemistry there are so many chemical compounds that have a hydroxyl group but a chemical compound having two hydroxyl groups (-OH) is termed as a diol. It also implies the presence of two alcohols whereas polyols contain two or more than two hydroxyl …
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Chapter 22, Problem 22.28P
Interpretation Introduction

(a)

Interpretation:

An explanation as to why compound A when treated with one equivalent of NaOEt followed by acidification is completely converted to compound B is to be stated.

Concept introduction:

The Claisen condensation takes place between two esters or between an ester and a ketone. In cross Claisen condensation reaction, the base abstracts an acidic proton from the α-carbon atom of carbonyl compound to form enolate. This enolate reacts with carbonyl group of other carbonyl compound that leads to the formation of β-keto ester.

The intramolecular Claisen condensation in which the product is a five or six member ring is known as Dieckmann condensation.

Interpretation Introduction

(b)

Interpretation:

The curved arrow mechanism for the given conversion is to be stated.

Concept introduction:

The Claisen condensation takes place between two esters or between an ester and a ketone. In cross Claisen condensation reaction, the base abstracts an acidic proton from the α-carbon atom of carbonyl compound to form enolate. This enolate reacts with carbonyl group of other carbonyl compound that leads to the formation of β-keto ester.

The intramolecular Claisen condensation in which the product is a five or six member ring is known as Dieckmann condensation.

Interpretation Introduction

(c)

Interpretation:

The structure of the only product formed when diethyl α- methyladipate reacts in the Dieckmann condensation is to be shown.

Concept introduction:

The Claisen condensation takes place between two esters or between an ester and a ketone. In cross Claisen condensation reaction, the base abstracts an acidic proton from the α-carbon atom of carbonyl compound to form enolate. This enolate reacts with carbonyl group of other carbonyl compound that leads to the formation of β-keto ester.

The intramolecular Claisen condensation in which the product is a five or six member ring is known as Dieckmann condensation.

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Chapter 22 Solutions

Organic Chemistry Study Guide and Solutions

Ch. 22 - Prob. 22.1PCh. 22 - Prob. 22.2PCh. 22 - Prob. 22.3PCh. 22 - Prob. 22.4PCh. 22 - Prob. 22.5PCh. 22 - Prob. 22.6PCh. 22 - Prob. 22.7PCh. 22 - Prob. 22.8PCh. 22 - Prob. 22.9PCh. 22 - Prob. 22.10P
Ch. 22 - Prob. 22.11PCh. 22 - Prob. 22.12PCh. 22 - Prob. 22.13PCh. 22 - Prob. 22.14PCh. 22 - Prob. 22.15PCh. 22 - Prob. 22.16PCh. 22 - Prob. 22.17PCh. 22 - Prob. 22.18PCh. 22 - Prob. 22.19PCh. 22 - Prob. 22.20PCh. 22 - Prob. 22.21PCh. 22 - Prob. 22.22PCh. 22 - Prob. 22.23PCh. 22 - Prob. 22.24PCh. 22 - Prob. 22.25PCh. 22 - Prob. 22.26PCh. 22 - Prob. 22.27PCh. 22 - Prob. 22.28PCh. 22 - Prob. 22.29PCh. 22 - Prob. 22.30PCh. 22 - Prob. 22.31PCh. 22 - Prob. 22.32PCh. 22 - Prob. 22.33PCh. 22 - Prob. 22.34PCh. 22 - Prob. 22.35PCh. 22 - Prob. 22.36PCh. 22 - Prob. 22.37PCh. 22 - Prob. 22.38PCh. 22 - Prob. 22.39PCh. 22 - Prob. 22.40PCh. 22 - Prob. 22.41PCh. 22 - Prob. 22.42PCh. 22 - Prob. 22.43PCh. 22 - Prob. 22.44PCh. 22 - Prob. 22.45PCh. 22 - Prob. 22.46PCh. 22 - Prob. 22.47PCh. 22 - Prob. 22.48PCh. 22 - Prob. 22.49PCh. 22 - Prob. 22.50PCh. 22 - Prob. 22.51PCh. 22 - Prob. 22.52PCh. 22 - Prob. 22.53PCh. 22 - Prob. 22.54PCh. 22 - Prob. 22.55APCh. 22 - Prob. 22.56APCh. 22 - Prob. 22.57APCh. 22 - Prob. 22.58APCh. 22 - Prob. 22.59APCh. 22 - Prob. 22.60APCh. 22 - Prob. 22.61APCh. 22 - Prob. 22.62APCh. 22 - Prob. 22.63APCh. 22 - Prob. 22.64APCh. 22 - Prob. 22.65APCh. 22 - Prob. 22.66APCh. 22 - Prob. 22.67APCh. 22 - Prob. 22.68APCh. 22 - Prob. 22.69APCh. 22 - Prob. 22.70APCh. 22 - Prob. 22.71APCh. 22 - Prob. 22.72APCh. 22 - Prob. 22.73APCh. 22 - Prob. 22.74APCh. 22 - Prob. 22.75APCh. 22 - Prob. 22.76APCh. 22 - Prob. 22.77APCh. 22 - Prob. 22.78APCh. 22 - Prob. 22.79APCh. 22 - Prob. 22.80APCh. 22 - Prob. 22.81APCh. 22 - Prob. 22.82APCh. 22 - Prob. 22.83APCh. 22 - Prob. 22.84APCh. 22 - Prob. 22.85APCh. 22 - Prob. 22.86APCh. 22 - Prob. 22.87APCh. 22 - Prob. 22.88APCh. 22 - Prob. 22.89APCh. 22 - Prob. 22.90APCh. 22 - Prob. 22.91APCh. 22 - Prob. 22.92APCh. 22 - Prob. 22.93APCh. 22 - Prob. 22.94APCh. 22 - Prob. 22.95APCh. 22 - Prob. 22.96APCh. 22 - Prob. 22.97APCh. 22 - Prob. 22.98AP
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