Organic Chemistry
Organic Chemistry
11th Edition
ISBN: 9781118133576
Author: T. W. Graham Solomons, Craig Fryhle
Publisher: Wiley, John & Sons, Incorporated
bartleby

Concept explainers

Question
Book Icon
Chapter 12, Problem 24P
Interpretation Introduction

Interpretation:

The mechanism of the given reaction is to be written.

Concept introduction:

The reaction of Grignard reagents with esters yields secondary and tertiary alcohols as their products. These reactions are two-step reactions. In the first step, nucleophilic addition of carbonyl group takes place because Grignard reagent being nucleophilic uses its lone pair of electrons to form a bond with a carbon atom. This results in the formation of an alkoxide ion that remains associated with Mg2+ and X.

Organic Chemistry, Chapter 12, Problem 24P

In the second step, addition of aqueous HX causes the protonation of the alkoxide ion which leads to the formation of the alcohol and MgX2.

Carbonyl groups of cyclic esters react with 2 equivalents of Grignard reagents and followed by hydrolysis to produce tertiary alcohols.

Blurred answer
Students have asked these similar questions
Please correct answer and don't used hand raiting don't used Ai solution
Please correct answer and don't used hand raiting
Please correct answer and don't used hand raiting

Chapter 12 Solutions

Organic Chemistry

Ch. 12 - What products would you expect from the reaction...Ch. 12 - What products would you expect from the reaction...Ch. 12 - What product (or products) would be formed from...Ch. 12 - Prob. 14PCh. 12 - 12.13 Write reaction conditions and the product...Ch. 12 - Prob. 16PCh. 12 - Predict the organic product from each of the...Ch. 12 - Predict the organic product from each of the...Ch. 12 - Predict the organic product from each of the...Ch. 12 - Predict the major organic product from each of the...Ch. 12 - 12.21 Predict the major organic product from each...Ch. 12 - 12.22 Predict the product of the following...Ch. 12 - Synthesize each of the following compounds from...Ch. 12 - Prob. 24PCh. 12 - 21. Write a mechanism for the following reaction....Ch. 12 - Prob. 26PCh. 12 - Prob. 27PCh. 12 - 23. What organic products A-H would you expect...Ch. 12 - Prob. 29PCh. 12 - Show how 1-pentanol could be transformed into each...Ch. 12 - Provide the reagents needed to accomplish...Ch. 12 - Prob. 32PCh. 12 - For each of the following alcohols, write a...Ch. 12 - Prob. 34PCh. 12 - Prob. 35PCh. 12 - Prob. 36PCh. 12 - Prob. 37PCh. 12 - 34. Synthesize the following compound using...Ch. 12 - 37. Explain how and IR spectroscopy could be used...Ch. 12 - 12.40 When sucrose (common table sugar) is treated...Ch. 12 - 38. An unknown X shows a broad absorption band in...Ch. 12 - Prob. 1LGPCh. 12 - Which of the following could be employed to...Ch. 12 - Prob. 2QCh. 12 - 12.3 Supply the missing reagents. Ch. 12 - 12.4 Supply the missing reagents and...Ch. 12 - Supply the missing starting compound.
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.
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
Chemistry for Today: General, Organic, and Bioche...
Chemistry
ISBN:9781305960060
Author:Spencer L. Seager, Michael R. Slabaugh, Maren S. Hansen
Publisher:Cengage Learning