Pearson eText for Essential Organic Chemistry -- Instant Access (Pearson+)
Pearson eText for Essential Organic Chemistry -- Instant Access (Pearson+)
3rd Edition
ISBN: 9780137533268
Author: Paula Bruice
Publisher: PEARSON+
Question
Book Icon
Chapter 11.12, Problem 23P
Interpretation Introduction

Interpretation:

To arrange the given amides in decreasing order of reactivity towards acid-catalyzed hydrolysis reaction.

Concept introduction:

The normal reaction of an amide with water does not give good yield of product. As amides are least reactive carboxylic acid derivatives so to increase the reactivity of amides a mineral acid is added. The addition of acid increases the reactivity of amide by making more electrophilic carbonyl carbon and it also helps in the elimination of amine part from amide via protonating the amine group during reaction and make it a good leaving group.

The reaction of water and amides in presence of acid gives a carboxylic acid as a product. The reaction eqaution is written as,

Pearson eText for Essential Organic Chemistry -- Instant Access (Pearson+), Chapter 11.12, Problem 23P

The reactivity of amide also depends upon the leaving tendency of amine part from acyl group. The weaker the base better will be the leaving group. The basicity of amines is decreased by decreasing the electron density from nitrogen atom of amine.

Blurred answer
Students have asked these similar questions
How much of each solution should be used to prepare 1L of a buffer solution with a pH of 9.45 using 3M Na2CO3 and 0.2M HCI? Given: Ka 1 = 4.3 × 10-7, Ka2 = 4.69 × 10-11
Add substituents to draw the conformer below (sighting down the indicated bond), then rotate the back carbon to provide the anti staggered conformer. + H3C H Ph H Problem 25 of 30 Drawing Atoms, Bonds and Rings Charges Tap a node to see suggestions H H H Undo Rasat Remove Done Finish update Rotate Submit
what temperature does a 50% (mole fraction) of ammonia/water liquid mixture boil at 1 atm

Chapter 11 Solutions

Pearson eText for Essential Organic Chemistry -- Instant Access (Pearson+)

Knowledge Booster
Background pattern image
Similar questions
SEE MORE QUESTIONS
Recommended textbooks for you
Text book image
Chemistry for Today: General, Organic, and Bioche...
Chemistry
ISBN:9781305960060
Author:Spencer L. Seager, Michael R. Slabaugh, Maren S. Hansen
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
Introduction to General, Organic and Biochemistry
Chemistry
ISBN:9781285869759
Author:Frederick A. Bettelheim, William H. Brown, Mary K. Campbell, Shawn O. Farrell, Omar Torres
Publisher:Cengage Learning
Text book image
General, Organic, and Biological Chemistry
Chemistry
ISBN:9781285853918
Author:H. Stephen Stoker
Publisher:Cengage Learning
Text book image
Organic And Biological Chemistry
Chemistry
ISBN:9781305081079
Author:STOKER, H. Stephen (howard Stephen)
Publisher:Cengage Learning,