4th Edition

ISBN: 9780073402772

Author: Janice G. Smith

Publisher: MCG

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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 7, Problem 7.85P

As we will learn in Chapter 9, an epoxide is an ether with an oxygen atom in a three-membered ring. Epoxides can be made by intramolecular SN2 reactions of intermediates that contain a nucleophile and a leaving group on adjacent carbons, as shown.

Chapter 7, Problem 7.85P, 7.80 As we will learn in Chapter 9, an epoxide is an ether with an oxygen atom in a three-membered , example 1

Assume that each of the following starting materials can be converted to an epoxide by this reaction. Draw the product formed (including stereochemistry) from each starting material. Why might some of these reactions be more difficult than others in yielding nucleophilic substitution products?

a. Chapter 7, Problem 7.85P, 7.80 As we will learn in Chapter 9, an epoxide is an ether with an oxygen atom in a three-membered , example 2 b. c. d.

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Chapter 7, Problem 7.84P

Chapter 7, Problem 7.86P

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Chapter 7 Solutions

Organic Chemistry

Ch. 7 - Classify each alkyl halide as 1 , 2, or 3.Ch. 7 - Problem 7.1 Telfairine, a naturally occurring...Ch. 7 - Draw the structure of an alkyl bromide with...Ch. 7 - Give the IUPAC name for each compound. a. b. c. d.Ch. 7 - Prob. 7.5P Ch. 7 - An sp3 hybridized CCl bond is more polar than an...Ch. 7 - Prob. 7.7P Ch. 7 - Problem 7.6 Identify the nucleophile and leaving...Ch. 7 - Prob. 7.9P Ch. 7 - Prob. 7.10P

Ch. 7 - Prob. 7.11P Ch. 7 - Prob. 7.12P Ch. 7 - Does the equilibrium favor the reactants or...Ch. 7 - Prob. 7.14P Ch. 7 - Prob. 7.15P Ch. 7 - Classify each solvent as protic or aprotic. a. b....Ch. 7 - Prob. 7.17P Ch. 7 - Prob. 7.18P Ch. 7 - Prob. 7.19P Ch. 7 - Prob. 7.20P Ch. 7 - Prob. 7.21P Ch. 7 - Draw an energy diagram for the reaction in Problem...Ch. 7 - Draw the product of each SN2 reaction and indicate...Ch. 7 - Prob. 7.24P Ch. 7 - Prob. 7.25P Ch. 7 - What happens to the rate of an SN1 reaction under...Ch. 7 - Draw the products of each SN1 reaction and...Ch. 7 - Classify each carbocation as 1,2, or 3. a. b. c....Ch. 7 - Prob. 7.29P Ch. 7 - Prob. 7.30P Ch. 7 - Which alkyl halide in each pair reacts faster in...Ch. 7 - Prob. 7.32P Ch. 7 - Problem 7.30 For each alkyl halide and...Ch. 7 - Prob. 7.34P Ch. 7 - Prob. 7.35P Ch. 7 - Prob. 7.36P Ch. 7 - Prob. 7.37P Ch. 7 - Prob. 7.38P Ch. 7 - Prob. 7.39P Ch. 7 - Prob. 7.40P Ch. 7 - Prob. 7.41P Ch. 7 - Give the IUPAC name for each compound, including...Ch. 7 - Draw the products formed when each alkyl halide is...Ch. 7 - Give the IUPAC name for each compound. a. c....Ch. 7 - Prob. 7.45P Ch. 7 - Classify each alkyl halide in Problem 7.44 as 1 ,...Ch. 7 - Draw the eight constitutional isomers having the...Ch. 7 - Prob. 7.48P Ch. 7 - Draw the substitution product that results when...Ch. 7 - Draw the products of each nucleophilic...Ch. 7 - Prob. 7.51P Ch. 7 - Rank the species in each group in order of...Ch. 7 - Which of the following nucleophilic substitution...Ch. 7 - Prob. 7.54P Ch. 7 - Prob. 7.55P Ch. 7 - Prob. 7.56P Ch. 7 - 7.53 Consider the following reaction. Draw a...Ch. 7 - Prob. 7.58P Ch. 7 - Prob. 7.59P Ch. 7 - Draw the products of each SN2 reaction and...Ch. 7 - Prob. 7.61P Ch. 7 - Prob. 7.62P Ch. 7 - Prob. 7.63P Ch. 7 - Consider the following SN1 reaction. a.Draw a...Ch. 7 - Prob. 7.65P Ch. 7 - Prob. 7.66P Ch. 7 - Draw the products of each SN1 reaction and...Ch. 7 - Prob. 7.68P Ch. 7 - Prob. 7.69P Ch. 7 - Diphenhydramine, the antihistamine in Benadryl,...Ch. 7 - Draw a stepwise, detailed mechanism for the...Ch. 7 - When a single compound contains both a nucleophile...Ch. 7 - Prob. 7.73P Ch. 7 - Prob. 7.74P Ch. 7 - Draw a stepwise, detailed mechanism f or the...Ch. 7 - Prob. 7.76P Ch. 7 - Fill in the appropriate reagent or starting...Ch. 7 - Devise a synthesis of each compound from an alkyl...Ch. 7 - Prob. 7.79P Ch. 7 - Suppose you have compounds A-D at y our disposal....Ch. 7 - Prob. 7.81P Ch. 7 - Prob. 7.82P Ch. 7 - Prob. 7.83P Ch. 7 - Prob. 7.84P Ch. 7 - 7.80 As we will learn in Chapter 9, an epoxide is...Ch. 7 - Prob. 7.86P Ch. 7 - In some nucleophilic substitutions under SN1...

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Solution Summary: The author explains that the product formed for the given starting material by intramolecular nucleophilic substitution reaction is shown in Figure 1.

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