Organic Chemistry
Organic Chemistry
11th Edition
ISBN: 9781118133576
Author: T. W. Graham Solomons, Craig Fryhle
Publisher: Wiley, John & Sons, Incorporated
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Chapter 12, Problem 16P
Interpretation Introduction

Interpretation:

The products for the given reactions are to be predicted.

Concept introduction:

Grignard reagent reactions with carbonyl groups are treated as acid base reactions.

The reaction of Grignard reagents with carbonyl groups yields secondary and tertiary alcohols as their products. These reactions are a two-step reaction. In 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 which remains associated with Mg2+ and X.

Organic Chemistry, Chapter 12, Problem 16P , additional homework tip  1

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 .

Organic Chemistry, Chapter 12, Problem 16P , additional homework tip  2

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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.
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