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 10PP
Interpretation Introduction

Interpretation:

To determine the retrosynthetic analysis and synthesis of the following compounds.

Concept introduction:

Grignard reagents and organolithium compounds are strong bases. They will react with compounds containing hydrogen, attached to electronegative atoms like oxygen, nitrogen, and sulfur. They can be denoted as follows:

Organic Chemistry, Chapter 12, Problem 10PP

Grignard reagent reactions with carbonyl groups are treated as acid–base reactions. Grignard reagents are strong bases. When a reaction between a strong base and strong acid occurs, weak acid and weak base are formed. The side of the reaction that has the weak acid and base is favored.

Lithium aluminum hydride or sodium borohydride are used as reducing agents. Sodium borohydride is better for reducing aldehydes and ketones to their respective alcohols. Lithium aluminum hydride violently reacts with water, but sodium borohydride can be used in aqueous solutions or other organic solvents like methanol.

Retrosynthetic analysis is backtracking the reactants in a series of reactions. For synthesis of a compound using Grignard reagents, we have to select the correct reagents, ethers, aldehydes, ketones, or esters. There might be multiple ways to synthesize the alcohol and depending on the availability of reagents, we can choose a specific method.

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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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