Organic Chemistry - Standalone book
Organic Chemistry - Standalone book
10th Edition
ISBN: 9780073511214
Author: Francis A Carey Dr., Robert M. Giuliano
Publisher: McGraw-Hill Education
Question
Book Icon
Chapter 18, Problem 52DSP
Interpretation Introduction

Interpretation:

The structures which are not the intermediates in the Baeyer-Villiger oxidation of cyclohexyl methyl ketone with peroxybenzoic acid are to 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.

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

Blurred answer
Students have asked these similar questions
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
What explains why many aldehydes and ketones can undergo self-condensation reactions in basic conditions? The alpha carbon can lose a proton and act like a nucleophile and the carbonyl carbon is an electrophile. The alpha carbon can gain a proton and act like an electrophile and the carbonyl carbon is a nucleophile. The oxygen of the carbonyl group can attack the carbon of the carbonyl group. Only esters can undergo self-condensation reactions.
Hydration of aldehydes and ketones can be catalyzed by acid or base. Bases catalyze hydration by: protonating the carbonyl oxygen making the carbonyl group more electrophilic employing hydroxide ion, which is a better nucleophile than water making the carbonyl group less electrophilic shifting the equilibrium position of the reaction to favor products

Chapter 18 Solutions

Organic Chemistry - Standalone book

Knowledge Booster
Background pattern image
Similar questions
SEE MORE QUESTIONS
Recommended textbooks for you
  • Text book image
    Organic Chemistry
    Chemistry
    ISBN:9781305580350
    Author:William H. Brown, Brent L. Iverson, Eric Anslyn, Christopher S. Foote
    Publisher:Cengage Learning
    Text book image
    Organic Chemistry
    Chemistry
    ISBN:9781305080485
    Author:John E. McMurry
    Publisher:Cengage Learning
Text book image
Organic Chemistry
Chemistry
ISBN:9781305580350
Author:William H. Brown, Brent L. Iverson, Eric Anslyn, Christopher S. Foote
Publisher:Cengage Learning
Text book image
Organic Chemistry
Chemistry
ISBN:9781305080485
Author:John E. McMurry
Publisher:Cengage Learning