Organic Chemistry - Standalone book
Organic Chemistry - Standalone book
10th Edition
ISBN: 9780073511214
Author: Francis A Carey Dr., Robert M. Giuliano
Publisher: McGraw-Hill Education
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Chapter 18, Problem 56DSP
Interpretation Introduction

Interpretation:

The identity of the compound X in the given sequence of reactions, isto be determined.

Concept Introduction:

During the Baeyer Villiger oxidation of ketones, an oxygen atom is inserted between the carbonyl group and one of the carbons attached to it. The product formed is an ester.

Usually, the oxygen atom is inserted between the carbonyl and the larger of the two groups attached to the carbonyl.

The ketone is converted to the conjugate acid of the ester. Further hydrolysis of the conjugate acid forms the ester.

The peroxy acid used is converted to the corresponding carboxylic acid.

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An esterification and a claisen condensation are the reverse of each other. Write a single equilibrium reaction that is appropriate for both reactions and discuss the experimental conditions that can drive this equilibrium toward one side or the other of this reaction.  The reactions are:  Esterification Reaction: acetic acid is reacted with methanol and sulfuric acid catalyst under heated conditions to produce methyl acetate.  Claisen Condensation:  methyl acetate is reacted with water and sulfuric acid catalyst under heated conditions to produce acetic acid
Which of the following statements is INCORRECT? a. The electronegative oxygen atom of the α,β-unsaturated carbonyl compound withdraws electrons from the β-carbon leading to more electron-poor characteristic for the carbon than a typical alkene C=C bond. b. A carbon–oxygen double bond is structurally similar to a carbon–carbon double bond. c. Aldehyde and ketones usually react irreversibly with alcohols or water to yield acetals or vicinal diol respectively. d. The carbonyl carbon atom is sp2-hybridized and forms both sp2 σ-bond and a p π-bond to oxygen.
In biochemical reactions, decarboxylation of carboxylic acids typically takes place for-keto carboxylic acids. Justify a rational why nature opted for-keto carboxylic acid decarboxylation. Among the following types of biochemical reactions, ester hydrolysis, rearrangement reactions, water elimination reactions, and anhydride hydrolyses, which one is the most favorable one. Rank the above reactions types in the order of being the most to least favorable reaction

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