Organic Chemistry, 12e Study Guide/Student Solutions Manual

12th Edition

ISBN: 9781119077329

Author: T. W. Graham Solomons, Craig B. Fryhle, Scott A. Snyder

Publisher: WILEY

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Textbook Question

Chapter 11, Problem 58P

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 57P

Chapter 11, Problem 59P

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Chapter 11 Solutions

Organic Chemistry, 12e Study Guide/Student Solutions Manual

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 - Prob. 9PP 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 - Prob. 33P 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 - Provide the reagents necessary for the following...Ch. 11 - 11.38. Predict the major product from each of the...Ch. 11 - Predict the products from each of the following...Ch. 11 - Provide the reagents necessary to accomplish the...Ch. 11 - 11.41. Provide reagents that would accomplish the...Ch. 11 - Prob. 42P Ch. 11 - 11.43. A synthesis of the -receptor blocker called...Ch. 11 - Prob. 44P Ch. 11 - Prob. 45P Ch. 11 - 11.46. For each of the following, write a...Ch. 11 - 11.47. Vicinal halo alcohols (halohydrins) can be...Ch. 11 - Prob. 48P Ch. 11 - Prob. 49P Ch. 11 - Prob. 50P Ch. 11 - Prob. 51P Ch. 11 - Prob. 52P Ch. 11 - Outlined below is a synthesis of the gypsy moth...Ch. 11 - Prob. 54P Ch. 11 - Prob. 55P Ch. 11 - Prob. 56P 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. 59P Ch. 11 - Prob. 60P Ch. 11 - Prob. 1LGP Ch. 11 - Prob. 2LGP Ch. 11 - Synthesize the compound shown below from...

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