Organic Chemistry

11th Edition

ISBN: 9781118133576

Author: T. W. Graham Solomons, Craig Fryhle

Publisher: Wiley, John & Sons, Incorporated

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Reactions of Ethers

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 10, Problem 14PP

Practice Problem 10.14

Show how the following compounds could be synthesized from phenylacetylene ( C 6 H 5 C ≡ C H ) :

(a) 1-phenylpropyne,

(b) 1-phenyl-1-butyne,

(c)(Z)-1-phenylpropene, and

(d)(E)-1-phenylpropene.

Begin each synthesis by writing a retrosynthetic analysis.

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Chapter 10, Problem 13PP

Chapter 10, Problem 15PP

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Chapter 10 Solutions

Organic Chemistry

Ch. 10 - Prob. 1PP Ch. 10 - Prob. 2PP Ch. 10 - Practice Problem 10.3 How would the molecular ion...Ch. 10 - Prob. 4PP Ch. 10 - Prob. 5PP Ch. 10 - Prob. 6PP Ch. 10 - Practice Problem 10.7 Chlorination reactions of...Ch. 10 - Prob. 8PP Ch. 10 - Prob. 9PP Ch. 10 - Prob. 10PP

Ch. 10 - Prob. 11PP Ch. 10 - Practice Problem 10.12 Benzylic radicals, due to...Ch. 10 - Prob. 13PP Ch. 10 - Practice Problem 10.14 Show how the following...Ch. 10 - Prob. 15PP Ch. 10 - Prob. 16PP Ch. 10 - Prob. 17PP Ch. 10 - Prob. 18P Ch. 10 - Explain the relative distribution of produces...Ch. 10 - 10.20 Which of the following compounds can be...Ch. 10 - Prob. 21P Ch. 10 - Prob. 22P Ch. 10 - Prob. 23P Ch. 10 - Prob. 24P Ch. 10 - 10.25 List in order of decreasing stability all of...Ch. 10 - Prob. 26P Ch. 10 - Prob. 27P Ch. 10 - Prob. 28P Ch. 10 - Starting with the compound or compounds indicated...Ch. 10 - Prob. 30P Ch. 10 - 10.31 Synthesize each of the following compounds...Ch. 10 - 10.32 Synthesize each of the following compounds...Ch. 10 - Prob. 33P Ch. 10 - Prob. 34P Ch. 10 - Prob. 35P Ch. 10 - Write a mechanism for the following reaction.Ch. 10 - Prob. 37P Ch. 10 - The halogen atom of an alkyl halide can be...Ch. 10 - Prob. 39P Ch. 10 - Prob. 40P Ch. 10 - If one were to try to draw the simplest Lewis...Ch. 10 - Prob. 1LGP Ch. 10 - 2. (a) Propose a synthesis of 2-methoxypropene...Ch. 10 - Use the single-bond dissociation energies of Table...Ch. 10 - 10.2 In the radical chlorination of methane, one...Ch. 10 - Prob. 3Q Ch. 10 - Use the single-bond dissociation energies of Table...Ch. 10 - Prob. 5Q Ch. 10 - Prob. 6Q

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Practice Problem 10.14 Show how the following compounds could be synthesized from phenylacetylene ( C 6 H 5 C ≡ C H ) : (a) 1-phenylpropyne, (b) 1-phenyl-1-butyne, (c) ( Z )-1-phenylpropene, and (d) ( E )-1-phenylpropene. Begin each synthesis by writing a retrosynthetic analysis.

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