Essential Organic Chemistry, Global Edition
Essential Organic Chemistry, Global Edition
3rd Edition
ISBN: 9781292089034
Author: Paula Yurkanis Bruice
Publisher: PEARSON
bartleby

Concept explainers

Question
Book Icon
Chapter 11.14, Problem 26P

(a)

Interpretation Introduction

Interpretation:

To propose a mechanism for the reaction of acetic anhydride with water.

Concept introduction:

The reaction of acetic anhydride with water is a nucleophilic substitution reaction. The nucleophile from the reagent attacks the carbonyl carbon in acetic anhydride to form a tetrahedral intermediate. The carboxylate ion leaves the intermediate leading to form the corresponding product.

(b)

Interpretation Introduction

Interpretation:

The difference in the mechanism for the reaction of acetic anhydride with water and acetic anhydride with alcohol has to be explained.

Concept introduction:

The reaction of acetic anhydride with water is a nucleophilic substitution reaction. The nucleophile from the reagent attacks the carbonyl carbon in acetic anhydride to form a tetrahedral intermediate. The carboxylate ion leaves the intermediate leading to form the corresponding product.

Blurred answer
Students have asked these similar questions
The reaction of a nitrile with an alcohol in the presence of a strong acid forms an N-substituted amide. This reaction, known as the Ritter reaction, doesnot work with primary alcohols. a. Why does the Ritter reaction not work with primary alcohols? b. Provide an explanation for why an amide is less susceptible to nucleophilic attack than its corresponding ester.
Which statement is incorrect? A Grignard reagent is a strong lewis base a. O b. Water and alcohol decompose Grignard reagents Oc. Grignard reagents add to the carbonylic carbon of a ketone or aldehyde Ether and THF are solvents not suited for Grignard reactions. d.
What is the major difference between the base-catalyzed and acid-catalyzed processes for nucleophilic addition of water to aldehydes and ketones? a. The base-catalyzed reaction takes place rapidly because hydroxide ion is a much better nucleophile than neutral water. b. The rate of reaction in base catalyzed process is slower than acid catalyzed process. c. The acid-catalyzed reaction takes place rapidly because the protonated carbonyl compound is a much better electrophile than the neutral compound. d. Only 1 and 3 are correct.

Chapter 11 Solutions

Essential Organic Chemistry, Global Edition

Knowledge Booster
Background pattern image
Chemistry
Learn more about
Need a deep-dive on the concept behind this application? Look no further. Learn more about this topic, chemistry and related others by exploring similar questions and additional content below.
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: A Guided Inquiry
Chemistry
ISBN:9780618974122
Author:Andrei Straumanis
Publisher:Cengage Learning