EBK ORGANIC CHEMISTRY: PRINCIPLES AND M
EBK ORGANIC CHEMISTRY: PRINCIPLES AND M
2nd Edition
ISBN: 9780393630817
Author: KARTY
Publisher: W.W.NORTON+CO. (CC)
Question
Book Icon
Chapter 21, Problem 21.61P
Interpretation Introduction

(a)

Interpretation:

The ketone or aldehyde that can be used to produce the given compound when treated with m-chlorobenzoic acid under acidic condition is to be drawn.

Concept introduction:

CF3CO3H and MCPBA are acids and will react with a ketone or aldehyde in a Baeyer-Villiger oxidation. Baeyer–Villiger oxidation produces carboxylic acids from aldehydes, and esters from ketones. In these reactions, a hydrogen or alkyl group departs from the carbonyl carbon, facilitated by the breaking of the weak O-O bond from peroxyacid (RCO3H).

Expert Solution
Check Mark

Answer to Problem 21.61P

The ketone that can be used to produce the given compound when treated with m-chlorobenzoic acid under acidic condition is:

EBK ORGANIC CHEMISTRY: PRINCIPLES AND M, Chapter 21, Problem 21.61P , additional homework tip  1

Explanation of Solution

The given compound is:

EBK ORGANIC CHEMISTRY: PRINCIPLES AND M, Chapter 21, Problem 21.61P , additional homework tip  2

The given compound is an ester that can be produced when a ketone treated with the CF3CO3H and MCPBA in a Baeyer-Villiger oxidation reaction. In a Baeyer-Villiger oxidation reaction, an O atom from the peroxyacid is inserted between the carbonyl C and one of the groups, initially bonded to the carbonyl C. To reserve the reaction, remove the oxygen next to the carbonyl C and re-form the C-C bond which is shown in red. The ketone that can be used to produce the given acid compound when treated with m-chlorobenzoic acid under acidic condition is:

EBK ORGANIC CHEMISTRY: PRINCIPLES AND M, Chapter 21, Problem 21.61P , additional homework tip  3

Conclusion

The ketone that can be used to produce the given compound is drawn, removing the oxygen next to the carbonyl C which is inserted when it reacts with CF3CO3H and MCPBA and re-forms the C-C bond.

Interpretation Introduction

(b)

Interpretation:

The ketone or aldehyde that can be used to produce the given compound when treated with m-chlorobenzoic acid under acidic condition is to be drawn.

Concept introduction:

CF3CO3H and MCPBA are acids and will react with a ketone or aldehyde in a Baeyer-Villiger oxidation. Baeyer–Villiger oxidation produces carboxylic acids from aldehydes, and esters from ketones. In these reactions, a hydrogen or alkyl group departs from the carbonyl carbon, facilitated by the breaking of the weak O-O bond from peroxyacid (RCO3H).

Expert Solution
Check Mark

Answer to Problem 21.61P

The aldehyde that can be used to produce the given compound when treated with m-chlorobenzoic acid under acidic condition is:

EBK ORGANIC CHEMISTRY: PRINCIPLES AND M, Chapter 21, Problem 21.61P , additional homework tip  4

Explanation of Solution

The given compound is:

EBK ORGANIC CHEMISTRY: PRINCIPLES AND M, Chapter 21, Problem 21.61P , additional homework tip  5

The given compound is an acid that can be produced when a aldehyde is treated with CF3CO3H and MCPBA in a Baeyer-Villiger oxidation reaction. In Baeyer-Villiger oxidation reaction, an O atom from peroxyacid is inserted between the carbonyl C and one of groups initially bonded to the carbonyl C. To reserve the reaction, remove the oxygen next to the carbonyl C and re-form the C-H bond which is shown in red. The ketone that can be used to produce the given acid compound when treated with m-chlorobenzoic acid under acidic condition is:

EBK ORGANIC CHEMISTRY: PRINCIPLES AND M, Chapter 21, Problem 21.61P , additional homework tip  6

Conclusion

The ketone that can be used to produce the given compound is drawn, removing the oxygen next to the carbonyl C which is inserted when it reacts with CF3CO3H and MCPBA and re-forms the C-H bond.

Interpretation Introduction

(c)

Interpretation:

The ketone or aldehyde that can be used to produce the given compound when treated with m-chlorobenzoic acid under acidic condition is to be drawn.

Concept introduction:

CF3CO3H and MCPBA are acids and will react with a ketone or aldehyde in Baeyer-Villiger oxidation. Baeyer–Villiger oxidation produces carboxylic acids from aldehydes, and esters from ketones. In these reactions, a hydrogen or alkyl group departs from the carbonyl carbon, facilitated by the breaking of the weak O-O bond from peroxyacid (RCO3H).

Expert Solution
Check Mark

Answer to Problem 21.61P

The ketone that can be used to produce the given compound when it is treated with m-chlorobenzoic acid under acidic condition is:

EBK ORGANIC CHEMISTRY: PRINCIPLES AND M, Chapter 21, Problem 21.61P , additional homework tip  7

Explanation of Solution

The given compound is:

EBK ORGANIC CHEMISTRY: PRINCIPLES AND M, Chapter 21, Problem 21.61P , additional homework tip  8

The given compound is an ester that can be produced when a ketone is treated with CF3CO3H and MCPBA in a Baeyer-Villiger oxidation reaction. In a Baeyer-Villiger oxidation reaction, an O atom from the peroxyacid is inserted between the carbonyl C and one of the groups initially bonded to the carbonyl C. To reserve the reaction, remove the oxygen next to the carbonyl C and re-form the C-C bond which is shown in red. The ketone that can be used to produce the given acid compound when it is treated with m-chlorobenzoic acid under acidic condition is:

EBK ORGANIC CHEMISTRY: PRINCIPLES AND M, Chapter 21, Problem 21.61P , additional homework tip  9

Conclusion

The ketone that can be used to produce the given compound is drawn, removing the oxygen next to the carbonyl C which inserted when it react with CF3CO3H and MCPBA and re-forms the C-C bond.

Interpretation Introduction

(d)

Interpretation:

The ketone or aldehyde that can be used to produce the given compound when treated with m-chlorobenzoic acid under acidic condition is to be drawn.

Concept introduction:

CF3CO3H and MCPBA are acids and will react with a ketone or aldehyde in Baeyer-Villiger oxidation. Baeyer–Villiger oxidation produces carboxylic acids from aldehydes, and esters from ketones. In these reactions, a hydrogen or alkyl group departs from the carbonyl carbon, facilitated by the breaking of the weak O-O bond from peroxyacid (RCO3H).

Expert Solution
Check Mark

Answer to Problem 21.61P

The ketone that can be used to produce the given compound when it is treated with m-chlorobenzoic acid under acidic condition is:

EBK ORGANIC CHEMISTRY: PRINCIPLES AND M, Chapter 21, Problem 21.61P , additional homework tip  10

Explanation of Solution

The given compound is:

EBK ORGANIC CHEMISTRY: PRINCIPLES AND M, Chapter 21, Problem 21.61P , additional homework tip  11

The given compound is an ester that can be produced when a ketone is treated with CF3CO3H and MCPBA in a Baeyer-Villiger oxidation reaction. In a Baeyer-Villiger oxidation reaction, an O atom from the peroxyacid is inserted between the carbonyl C and one of groups initially bonded to the carbonyl C. To reserve the reaction, remove the oxygen next to the carbonyl C and re-form the C-C bond which is shown in red. The ketone that can be used to produce the given acid compound when treated with m-chlorobenzoic acid under acidic condition is:

EBK ORGANIC CHEMISTRY: PRINCIPLES AND M, Chapter 21, Problem 21.61P , additional homework tip  12

Conclusion

The ketone that can be used to produce the given compound is drawn, removing the oxygen next to the carbonyl C which is inserted when it reacts with CF3CO3H and MCPBA and re-forms the C-C bond.

Want to see more full solutions like this?

Subscribe now to access step-by-step solutions to millions of textbook problems written by subject matter experts!

Chapter 21 Solutions

EBK ORGANIC CHEMISTRY: PRINCIPLES AND M

Ch. 21 - Prob. 21.11PCh. 21 - Prob. 21.12PCh. 21 - Prob. 21.13PCh. 21 - Prob. 21.14PCh. 21 - Prob. 21.15PCh. 21 - Prob. 21.16PCh. 21 - Prob. 21.17PCh. 21 - Prob. 21.18PCh. 21 - Prob. 21.19PCh. 21 - Prob. 21.20PCh. 21 - Prob. 21.21PCh. 21 - Prob. 21.22PCh. 21 - Prob. 21.23PCh. 21 - Prob. 21.24PCh. 21 - Prob. 21.25PCh. 21 - Prob. 21.26PCh. 21 - Prob. 21.27PCh. 21 - Prob. 21.28PCh. 21 - Prob. 21.29PCh. 21 - Prob. 21.30PCh. 21 - Prob. 21.31PCh. 21 - Prob. 21.32PCh. 21 - Prob. 21.33PCh. 21 - Prob. 21.34PCh. 21 - Prob. 21.35PCh. 21 - Prob. 21.36PCh. 21 - Prob. 21.37PCh. 21 - Prob. 21.38PCh. 21 - Prob. 21.39PCh. 21 - Prob. 21.40PCh. 21 - Prob. 21.41PCh. 21 - Prob. 21.42PCh. 21 - Prob. 21.43PCh. 21 - Prob. 21.44PCh. 21 - Prob. 21.45PCh. 21 - Prob. 21.46PCh. 21 - Prob. 21.47PCh. 21 - Prob. 21.48PCh. 21 - Prob. 21.49PCh. 21 - Prob. 21.50PCh. 21 - Prob. 21.51PCh. 21 - Prob. 21.52PCh. 21 - Prob. 21.53PCh. 21 - Prob. 21.54PCh. 21 - Prob. 21.55PCh. 21 - Prob. 21.56PCh. 21 - Prob. 21.57PCh. 21 - Prob. 21.58PCh. 21 - Prob. 21.59PCh. 21 - Prob. 21.60PCh. 21 - Prob. 21.61PCh. 21 - Prob. 21.62PCh. 21 - Prob. 21.63PCh. 21 - Prob. 21.64PCh. 21 - Prob. 21.65PCh. 21 - Prob. 21.66PCh. 21 - Prob. 21.67PCh. 21 - Prob. 21.68PCh. 21 - Prob. 21.69PCh. 21 - Prob. 21.70PCh. 21 - Prob. 21.71PCh. 21 - Prob. 21.72PCh. 21 - Prob. 21.73PCh. 21 - Prob. 21.74PCh. 21 - Prob. 21.75PCh. 21 - Prob. 21.76PCh. 21 - Prob. 21.77PCh. 21 - Prob. 21.78PCh. 21 - Prob. 21.79PCh. 21 - Prob. 21.80PCh. 21 - Prob. 21.81PCh. 21 - Prob. 21.82PCh. 21 - Prob. 21.83PCh. 21 - Prob. 21.84PCh. 21 - Prob. 21.85PCh. 21 - Prob. 21.86PCh. 21 - Prob. 21.87PCh. 21 - Prob. 21.88PCh. 21 - Prob. 21.89PCh. 21 - Prob. 21.90PCh. 21 - Prob. 21.91PCh. 21 - Prob. 21.92PCh. 21 - Prob. 21.93PCh. 21 - Prob. 21.94PCh. 21 - Prob. 21.95PCh. 21 - Prob. 21.96PCh. 21 - Prob. 21.97PCh. 21 - Prob. 21.98PCh. 21 - Prob. 21.1YTCh. 21 - Prob. 21.2YTCh. 21 - Prob. 21.3YTCh. 21 - Prob. 21.4YTCh. 21 - Prob. 21.5YTCh. 21 - Prob. 21.6YTCh. 21 - Prob. 21.7YTCh. 21 - Prob. 21.8YTCh. 21 - Prob. 21.9YTCh. 21 - Prob. 21.10YTCh. 21 - Prob. 21.11YTCh. 21 - Prob. 21.12YT
Knowledge Booster
Background pattern image
Recommended textbooks for you
Text book image
Chemistry
Chemistry
ISBN:9781305957404
Author:Steven S. Zumdahl, Susan A. Zumdahl, Donald J. DeCoste
Publisher:Cengage Learning
Text book image
Chemistry
Chemistry
ISBN:9781259911156
Author:Raymond Chang Dr., Jason Overby Professor
Publisher:McGraw-Hill Education
Text book image
Principles of Instrumental Analysis
Chemistry
ISBN:9781305577213
Author:Douglas A. Skoog, F. James Holler, Stanley R. Crouch
Publisher:Cengage Learning
Text book image
Organic Chemistry
Chemistry
ISBN:9780078021558
Author:Janice Gorzynski Smith Dr.
Publisher:McGraw-Hill Education
Text book image
Chemistry: Principles and Reactions
Chemistry
ISBN:9781305079373
Author:William L. Masterton, Cecile N. Hurley
Publisher:Cengage Learning
Text book image
Elementary Principles of Chemical Processes, Bind...
Chemistry
ISBN:9781118431221
Author:Richard M. Felder, Ronald W. Rousseau, Lisa G. Bullard
Publisher:WILEY