11th Edition

ISBN: 9781118133576

Author: T. W. Graham Solomons, Craig Fryhle

Publisher: Wiley, John & Sons, Incorporated

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Textbook Question

Chapter 21, Problem 12PP

PRACTICE PROBLEM

(a) Outline a step-by-step mechanism for the phenylation of acetoacetic ester by bromo-benzene and two molar equivalents of sodium amide. (Why are two molar equivalents of NaNH₂ necessary?)

(b) What product would be obtained by hydrolysis and decarboxylation of the phenylatedacetoacetic ester?

(c) How would you prepare 2-phenylpropanoic acid from malonic ester?

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Chapter 21, Problem 11PP

Chapter 21, Problem 13P

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Chapter 21 Solutions

Organic Chemistry

Ch. 21 - PRACTICE PROBLEM 21.1 If we examine Table 21.1, we...Ch. 21 - PRACTICE PROBLEM If we examine Table 21.1, we see...Ch. 21 - Prob. 3PP Ch. 21 - PRACTICE PROBLEM 21.4 Predict the products of each...Ch. 21 - Prob. 5PP Ch. 21 - PRACTICE PROBLEM 21.6 What are compounds A and B...Ch. 21 - Prob. 7PP Ch. 21 - PRACTICE PROBLEM Outline a possible synthesis of...Ch. 21 - PRACTICE PROBLEM 1-Fluoro-2,4-dinitrobenzene is...Ch. 21 - PRACTICE PROBLEM 21.10 When o-chlorotoluene is...

Ch. 21 - PRACTICE PROBLEM When 2-bromo-1,3-dimethylbenzene...Ch. 21 - PRACTICE PROBLEM (a) Outline a step-by-step...Ch. 21 - Rank the following in order of increasing acidity.Ch. 21 - Prob. 14P Ch. 21 - Prob. 15P Ch. 21 - Describe a simple chemical test that could be used...Ch. 21 - Prob. 17P Ch. 21 - Predict the product of the following reactions.Ch. 21 - 21.19 A synthesis of the β-receptor blocker called...Ch. 21 - Prob. 20P Ch. 21 - When m-chlorotoluene is treated with sodium amide...Ch. 21 - Prob. 22P Ch. 21 - Prob. 23P Ch. 21 - Prob. 24P Ch. 21 - Prob. 25P Ch. 21 - Prob. 26P Ch. 21 - Prob. 27P Ch. 21 - Prob. 28P Ch. 21 - Prob. 29P Ch. 21 - Prob. 30P Ch. 21 - Prob. 31P Ch. 21 - 21.32 A compound X (C10H14O) dissolves in aqueous...Ch. 21 - 21.33 Compound Z (C5H10O) decolorizes bromine in...Ch. 21 - Explain why, in the case shown, the allyl group...Ch. 21 - In protic solvents the naphthoxide ion (I) is...Ch. 21 - Prob. 36P Ch. 21 - Prob. 37P Ch. 21 - Prob. 38P Ch. 21 - Prob. 39P Ch. 21 - Prob. 40P Ch. 21 - 21.41 Compound W was isolated from a marine...Ch. 21 - 21.42 Phenols generally are not changed on...Ch. 21 - 21.43 Open the molecular model file for benzyne...Ch. 21 - Which of the following would be the strongest...Ch. 21 - What products would you expect from the following...Ch. 21 - Prob. 3Q Ch. 21 - Prob. 4Q Ch. 21 - 21.5 Complete the following synthesis: Ch. 21 - Prob. 6Q Ch. 21 - 21.7 Select the stronger acid.

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