Chapter 11: 45cE (page 350)
How might you prepare each of the following molecules using a nucleophilic substitution reaction at some step?
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Question: Predict the product and give the stereochemistry resulting from reaction of each of the following nucleophiles with (R)-2-bromooctane:
a)
Assign configuration to the following substance, and draw the structure of the product that would result from nucleophilic substitution reaction with (reddish brown =Br):
Predict whether each of the following substitution reactions is likely to be or:
(a)
(b)
Reaction of the following S to sylate with cyanide ion yields a nitrileproduct that also has S stereochemistry. Explain.
Question: There are eight diastereomers of 1,2,3,4,5,6-hexachlorocyclohexane. Draw each in its more stable chair conformation. One isomer loses HCl in an E2 reaction nearly 1000 times more slowly than the others. Which isomer reacts so slowly, and why?
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