11th Edition

ISBN: 9781118133576

Author: T. W. Graham Solomons, Craig Fryhle

Publisher: Wiley, John & Sons, Incorporated

Concept explainers

Ethers (R-O-R’) are compounds formed by replacing hydrogen atoms of an alcohol (R-OH compound) or a phenol (C6H5OH) by an aryl/ acyl group (functional group after removing single hydrogen from an aromatic ring). In this section, reaction, preparation and…

Epoxides

Epoxides are a special class of cyclic ethers which are an important functional group in organic chemistry and generate reactive centers due to their unusual high reactivity. Due to their high reactivity, epoxides are considered to be toxic and mutagenic…

Williamson Ether Synthesis

An organic reaction in which an organohalide and a deprotonated alcohol forms ether is known as Williamson ether synthesis. Alexander Williamson developed the Williamson ether synthesis in 1850. The formation of ether in this synthesis is an SN2 reaction…

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Textbook Question

Chapter 11, Problem 55P

Reaction of an alcohol with thionyl chloride in the presence of a tertiary amine (e.g., pyridine) affords replacement of the OH group by CI with invention of configuration (Section 11.9). However, if the amine is omitted, the result is usually replacement with retention of configuration. The same chlorosulfite intermediate is involved in both cases. Suggest a mechanism by which this intermediate can give the chlorinated product without inversion.

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Chapter 11, Problem 54P

Chapter 11, Problem 56P

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Chapter 11 Solutions

Organic Chemistry

Ch. 11 - Prob. 1PP Ch. 11 - Practice Problem 11.2 Give bond-line formulas and...Ch. 11 - Prob. 3PP Ch. 11 - Prob. 4PP Ch. 11 - Prob. 5PP Ch. 11 - Prob. 6PP Ch. 11 - Prob. 7PP Ch. 11 - PRACTICE PROBLEM 11.8 Show how you would prepare...Ch. 11 - PRACTICE PROBLEM 11.9 Write structures for...Ch. 11 - Prob. 10PP

Ch. 11 - Practice Problem 11.11 An exception to what is...Ch. 11 - Prob. 12PP Ch. 11 - Prob. 13PP Ch. 11 - Prob. 14PP Ch. 11 - Prob. 15PP Ch. 11 - Prob. 16PP Ch. 11 - Prob. 17PP Ch. 11 - Prob. 18PP Ch. 11 - Practice Problem 11.19 Propose structures for each...Ch. 11 - Prob. 20PP Ch. 11 - Prob. 21PP Ch. 11 - Prob. 22PP Ch. 11 - Prob. 23PP Ch. 11 - Prob. 24PP Ch. 11 - Give an IUPAC substitutive name for each of the...Ch. 11 - Prob. 26P Ch. 11 - Prob. 27P Ch. 11 - Prob. 28P Ch. 11 - Prob. 29P Ch. 11 - 11.30. Show how you might prepare 2-bromobutane...Ch. 11 - Prob. 31P Ch. 11 - Prob. 32P Ch. 11 - 11.33 What compounds would you expect to be formed...Ch. 11 - Considering A-L to represent the major products...Ch. 11 - Write structures for the products that would be...Ch. 11 - Prob. 36P Ch. 11 - 11.37 Outlined below is a synthesis of the gypsy...Ch. 11 - Provide the reagents necessary for the following...Ch. 11 - 11.38. Predict the major product from each of the...Ch. 11 - Prob. 40P Ch. 11 - Provide the reagents necessary to accomplish the...Ch. 11 - 11.41. Provide reagents that would accomplish the...Ch. 11 - Prob. 43P Ch. 11 - 11.44 Write a mechanism that accounts for the...Ch. 11 - Prob. 45P Ch. 11 - Prob. 46P Ch. 11 - Prob. 47P Ch. 11 - 11.47. Vicinal halo alcohols (halohydrins) can be...Ch. 11 - Prob. 49P Ch. 11 - Prob. 50P Ch. 11 - Prob. 51P Ch. 11 - Prob. 52P Ch. 11 - Prob. 53P Ch. 11 - 11.57. When the 3-bromo-2-butanol with the...Ch. 11 - 11.58. Reaction of an alcohol with thionyl...Ch. 11 - Prob. 56P Ch. 11 - Prob. 57P Ch. 11 - Prob. 1LGP Ch. 11 - Prob. 2LGP Ch. 11 - Synthesize the compound shown below from...Ch. 11 - 11.1 Which set of reagents would effect the...Ch. 11 - Prob. 2Q Ch. 11 - 11.3 The following compounds have identical...Ch. 11 - Complete the following synthesis:Ch. 11 - Two configurations can actually be envisioned for...

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