Chapter 25: PROBLEM 25.21 (page 1019)
Question: Rank the following compounds in order of increasing basicity

Short Answer
Answer

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Chapter 25: PROBLEM 25.21 (page 1019)
Question: Rank the following compounds in order of increasing basicity

Answer

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Question: What starting materials are needed to synthesize each azo compound?
a.

b.

Question: Safrole, which is isolated from sassafras (Problem 21.33), can be converted to the illegal stimulant MDMA (3,4-methylenedioxymethamphetamine, 鈥淓cstasy鈥) by a variety of methods. (a) Devise a synthesis that begins with safrole and uses a nucleophilic substitution reaction to introduce the amine. (b) Devise a synthesis that begins with safrole and uses reductive amination to introduce the amine.

Question: Varenicline (trade name Chantix) is a drug used to help smokers quit their habit.
(a) Which N atom in varenicline is most basic? Explain your choice.
(b) What product is formed when varenicline is treated with HCl?

Synthesize each compound from benzene. Use a diazonium salt as one of the synthetic intermediates.

Treatment of compound D with followed by forms compound E. D shows a molecular ion in its mass spectrum at m/z= 71 and IR absorptions at and . E shows a molecular ion in its mass spectrum at m/z= 75 and IR absorptions at and . Propose structures for D and E from these data and the given 1H NMR spectra.


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