9th Edition

ISBN: 8220100591310

Author: McMurry

Publisher: CENGAGE L

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 10.SE, Problem 35AP

Alkylbenzenes such as toluene (methylbenzene) react with NBS to give products in which bromine substitution has occurred at the position next to the aromatic ring (the benzylic position). Explain, based on the bond dissociation energies in Table 6-3 on page 170.

Chapter 10.SE, Problem 35AP, Alkylbenzenes such as toluene (methylbenzene) react with NBS to give products in which bromine

Formula Formula Bond dissociation energy (BDE) is the energy required to break a bond, making it an endothermic process. BDE is calculated for a particular bond and therefore consists of fragments such as radicals since it undergoes homolytic bond cleavage. For the homolysis of a X-Y molecule, the energy of bond dissociation is calculated as the difference in the total enthalpy of formation for the reactants and products. X-Y → X + Y BDE = Δ H f X + Δ H f Y – Δ H f X-Y where, ΔHf is the heat of formation.

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Chapter 10 Solutions

EBK ORGANIC CHEMISTRY

Ch. 10.1 - Prob. 1P Ch. 10.1 - Draw structures corresponding to the following...Ch. 10.2 - Prob. 3P Ch. 10.2 - Taking the relative reactivities of 1Â°, 2Â°, and...Ch. 10.4 - Prob. 5P Ch. 10.4 - The major product of the reaction of...Ch. 10.4 - Prob. 7P Ch. 10.5 - Prob. 8P Ch. 10.6 - Prob. 9P Ch. 10.6 - How might you replace a halogen substituent by a...

Ch. 10.7 - How would you carry out the following...Ch. 10.8 - Rank both sets of compounds in order of increasing...Ch. 10.8 - Tell whether each of the following reactions is an...Ch. 10.SE - Prob. 14VC Ch. 10.SE - Prob. 15VC Ch. 10.SE - Prob. 16VC Ch. 10.SE - Draw the electron-pushing mechanism for each...Ch. 10.SE - Draw the electron-pushing mechanism for the...Ch. 10.SE - The formation of Br2 from NBS first involves the...Ch. 10.SE - In light of the fact that tertiary alkyl halides...Ch. 10.SE - Alkyl halides can be reduced to alkanes by a...Ch. 10.SE - Name the following alkyl halides:Ch. 10.SE - Prob. 23AP Ch. 10.SE - Draw and name all of the monochlorination products...Ch. 10.SE - How would you prepare the following compounds,...Ch. 10.SE - Prob. 26AP Ch. 10.SE - A chemist requires a large amount of...Ch. 10.SE - What product(s) would you expect from the reaction...Ch. 10.SE - What product(s) would you expect from the reaction...Ch. 10.SE - What product would you expect from the reaction of...Ch. 10.SE - Rank the compounds in each of the following series...Ch. 10.SE - Which of the following compounds have the same...Ch. 10.SE - Tell whether each of the following reactions is an...Ch. 10.SE - Prob. 34AP Ch. 10.SE - Alkylbenzenes such as toluene (methylbenzene)...Ch. 10.SE - Prob. 36AP Ch. 10.SE - Prob. 37AP Ch. 10.SE - Prob. 38AP Ch. 10.SE - Prob. 39AP Ch. 10.SE - Prob. 40AP Ch. 10.SE - The syntheses shown here are unlikely to occur as...Ch. 10.SE - Why do you suppose its not possible to prepare a...Ch. 10.SE - Prob. 43AP Ch. 10.SE - Identify the reagents aâ€“c in the following...Ch. 10.SE - Prob. 45AP Ch. 10.SE - Prob. 46AP Ch. 10.SE - Prob. 47AP Ch. 10.SE - The relative rate of radical bromination is...Ch. 10.SE - Prob. 49AP Ch. 10.SE - Predict the product and provide the entire...

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Alkylbenzenes such as toluene (methylbenzene) react with NBS to give products in which bromine substitution has occurred at the position next to the aromatic ring (the benzylic position). Explain, based on the bond dissociation energies in Table 6-3 on page 170.

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Chapter 10 Solutions