7th Edition

ISBN: 9780321803221

Author: Paula Y. Bruice

Publisher: Prentice Hall

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Textbook Question

Chapter 11, Problem 80P

An ion with a positively charged nitrogen atom in a three-membered ring is called an aziridinium ion. The following aziridinium ion react with sodium methoxide to form compounds A and B.

Chapter 11, Problem 80P, An ion with a positively charged nitrogen atom in a three-membered ring is called an aziridinium

If a small amount of aqueous Br₂ is added to A, the reddish color of Br₂ persists, but the color disappears when Br₂ is added to B. When the aziridinium ion reacts with methanol. only A is formed. Identify A and B.

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Chapter 11, Problem 79P

Chapter 11, Problem 81P

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Chapter 11 Solutions

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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Solution Summary: The author explains that three-membered heterocycles with one amine group (-NH-) are called aziridine compounds and are under goes ring opening reaction with base.

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