EP ESSENTIAL ORG.CHEM.-MOD.MASTERING
EP ESSENTIAL ORG.CHEM.-MOD.MASTERING
3rd Edition
ISBN: 9780133858501
Author: Bruice
Publisher: PEARSON CO
Question
Book Icon
Chapter 12.9, Problem 25P

(a)

Interpretation Introduction

Interpretation: The products for the given reaction have to be identified.

Concept Introduction:

Ketals:

Ketals are used to protect the carbonyl group of the ketone.

In the following example, the carbonyl group of the acetone has been protected as ketal by using ethylene glycol.

Example:

  EP ESSENTIAL ORG.CHEM.-MOD.MASTERING   , Chapter 12.9, Problem 25P , additional homework tip  1

In acidic condition, a ketone reacts with two molecules of alcohol or a molecule of diol to form ketal or cyclic ketal respectively.

General scheme:

  EP ESSENTIAL ORG.CHEM.-MOD.MASTERING   , Chapter 12.9, Problem 25P , additional homework tip  2

 Hydrolysis of Ketal:

 Hydrolysis of ketal gives back the corresponding alcohol and the corresponding ketone from which the ketal has been formed. The hydrolysis takes place only in acidic conditions. So, the hydrolysis of ketal is an acid-catalyzed hydrolysis reaction.

 General scheme:

 EP ESSENTIAL ORG.CHEM.-MOD.MASTERING   , Chapter 12.9, Problem 25P , additional homework tip  3

(b)

Interpretation Introduction

Interpretation: The products for the given reaction have to be found.

Concept Introduction:

Ketals:

Ketals are used to protect the carbonyl group of the ketone.

In the following example, the carbonyl group of the acetone has been protected as ketal by using ethylene glycol.

Example:

EP ESSENTIAL ORG.CHEM.-MOD.MASTERING   , Chapter 12.9, Problem 25P , additional homework tip  4

In acidic condition, a ketone reacts with two molecules of alcohol or a molecule of diol to form ketal or cyclic ketal respectively.

General scheme:

EP ESSENTIAL ORG.CHEM.-MOD.MASTERING   , Chapter 12.9, Problem 25P , additional homework tip  5

 Hydrolysis of Ketal:

 Hydrolysis of ketal gives back the corresponding alcohol and the corresponding ketone from which the ketal has been formed. The hydrolysis takes place only in acidic conditions. So, the hydrolysis of ketal is an acid-catalyzed hydrolysis reaction.

 General scheme:

 EP ESSENTIAL ORG.CHEM.-MOD.MASTERING   , Chapter 12.9, Problem 25P , additional homework tip  6

Blurred answer
Students have asked these similar questions
For each scenario below, select the color of the solution using the indicator thymol blue during the titration. When you first add indicator to your Na2CO3solution, the solution is basic (pH ~10), and the color is       ["", "", "", "", ""]  . At the equivalence point for the titration, the moles of added HCl are equal to the moles of Na2CO3. One drop (or less!) past this is called the endpoint. The added HCl begins to titrate the thymol blue indicator itself.  At the endpoint, the indicator color is       ["", "", "", "", ""]  . When you weren't paying attention and added too much HCl (~12 mL extra), the color is      ["", "", "", "", ""]  . When you really weren't paying attention and reached the second equivalence point of Na2CO3, the color is
To convert cyclopentane-CH2-CHO to cyclopentane-CH2-CH3, compound A is added, followed by (CH3)3CO-K+, DMS at 100oC. Indicate which compound A is.
Indicate how to obtain the compound 2-Hydroxy-2-phenylacetonitrile from phenylmethanol.
Knowledge Booster
Background pattern image
Similar questions
SEE MORE QUESTIONS
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