7th Edition

ISBN: 9780133556186

Author: Bruice

Publisher: VST

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Alkanes are saturated organic compounds which are made up of C and H atoms. Alkanes have the general formula of CnH2n+2. Alkane contains sp3 hybridized carbon atoms with four sigmas (σ) bonds & every hydrogen atom is connected with one of the carbon atom…

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Textbook Question

Chapter 11, Problem 83P

The following reaction takes place several times faster than the reaction of 2-chlorobutane with HO^–:

Chapter 11, Problem 83P, The following reaction takes place several times faster than the reaction of 2-chlorobutane with HO:

a. Explain the enhanced reaction rate.
b. Explain why the OH group in the product is not bonded to the carbon that was bonded to the Cl group in the reactant.

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Chapter 11, Problem 82P

Chapter 11, Problem 84P

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Chapter 11 Solutions

EBK ORGANIC CHEMISTRY

Ch. 11.1 - Why are NH3 and CH3NH2 no longer nucleophiles when...Ch. 11.1 - Prob. 2P Ch. 11.1 - Prob. 5P Ch. 11.2 - Prob. 7P Ch. 11.3 - Prob. 9P Ch. 11.3 - Show how 1-propanol can be converted into the...Ch. 11.4 - Which of the following alcohols dehydrates the...Ch. 11.4 - Prob. 12P Ch. 11.4 - Prob. 13P Ch. 11.4 - Propose a mechanism for each of the following...

Ch. 11.4 - Draw the product of each of the following...Ch. 11.4 - Explain why the following alcohols, when heated...Ch. 11.4 - What stereoisomers are formed in the following...Ch. 11.4 - Prob. 18P Ch. 11.4 - What alcohol would you treat with phosphorus...Ch. 11.5 - Prob. 20P Ch. 11.6 - Prob. 22P Ch. 11.7 - Prob. 24P Ch. 11.7 - Would you expect the reactivity of a five-membered...Ch. 11.7 - Prob. 26P Ch. 11.7 - What products are obtained from the reaction of...Ch. 11.7 - Prob. 28P Ch. 11.7 - Prob. 29P Ch. 11.7 - Prob. 30P Ch. 11.8 - Prob. 31P Ch. 11.8 - Prob. 32P Ch. 11.8 - How do the major products obtained from...Ch. 11.8 - Explain why the two arene oxides in Problem 38...Ch. 11.8 - Three arene oxides can be obtained from...Ch. 11.9 - Explain why the half-life (the time it takes for...Ch. 11.10 - Prob. 38P Ch. 11.10 - Prob. 39P Ch. 11.10 - Prob. 40P Ch. 11.10 - Prob. 41P Ch. 11.10 - Prob. 42P Ch. 11.11 - Using an alkyl halide and a thiol as starting...Ch. 11.11 - The following three nitrogen mustards were studied...Ch. 11.11 - Why is melphalan a good cancer drug?Ch. 11.11 - Prob. 47P Ch. 11 - Prob. 48P Ch. 11 - Which compound is more likely to be carcinogenic?Ch. 11 - Prob. 50P Ch. 11 - Prob. 51P Ch. 11 - Write the appropriate reagent over each arrow.Ch. 11 - What alkenes would you expect to be obtained from...Ch. 11 - Prob. 54P Ch. 11 - When heated with H2SO4, both...Ch. 11 - What is the major product obtained from the...Ch. 11 - When deuterated phenanthrene oxide undergoes a...Ch. 11 - An unknown alcohol with a molecular formula of...Ch. 11 - Prob. 59P Ch. 11 - Prob. 60P Ch. 11 - Propose a mechanism for the following reaction:Ch. 11 - What product would be formed if the four-membered...Ch. 11 - Which of the following ethers would be obtained in...Ch. 11 - Using the given starting material any necessary...Ch. 11 - Prob. 65P Ch. 11 - When 3-methyl-2-butanol is heated with...Ch. 11 - Propose a mechanism for each of the following...Ch. 11 - How could you synthesize isopropyl propyl ether,...Ch. 11 - When the following seven-membered ring alcohol is...Ch. 11 - Ethylene oxide reacts readily with HO because of...Ch. 11 - Prob. 71P Ch. 11 - Propose a mechanism for each of the following...Ch. 11 - Explain why the acid-catalyzed dehydration of an...Ch. 11 - Triethylene glycol is one of the products obtained...Ch. 11 - Prob. 75P Ch. 11 - Prob. 76P Ch. 11 - When ethyl ether is heated with excess HI for...Ch. 11 - Propose a mechanism for the following reaction:Ch. 11 - Prob. 79P Ch. 11 - An ion with a positively charged nitrogen atom in...Ch. 11 - Propose a mechanism for each of the following...Ch. 11 - Prob. 82P Ch. 11 - The following reaction takes place several times...Ch. 11 - A vicinal diol has OH groups on adjacent carbons....Ch. 11 - Prob. 85P Ch. 11 - Prob. 86P Ch. 11 - Two stereoisomers are obtained from the reaction...Ch. 11 - Propose a mechanism for each or the following...Ch. 11 - Triethylenemelamine (TEM) is an antitumor agent....

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The following reaction takes place several times faster than the reaction of 2-chlorobutane with HO – : a. Explain the enhanced reaction rate. b. Explain why the OH group in the product is not bonded to the carbon that was bonded to the Cl group in the reactant.

Solution Summary: The author explains the enhancing rate of the reaction, which depends on reactant and nucleophile, at the rate determination step.

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Chapter 11 Solutions