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Chapter 11: 45dE (page 350)
How might you prepare each of the following molecules using a nucleophilic substitution reaction at some step?
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Ethers can often be prepared by SN2 reaction of alkoxide ions, ,with alkyl halides. Suppose you wanted to prepare cyclohexyl methylether. Which of the two possible routes shown below would youchoose? Explain.
Predict the product(s) for each elimination reaction below. In each case show the mechanism. What do the mechanisms have in common? Why?
a.
b.
c.
Assign configuration to the following substrate, and show the stereochemistry and identity of the product you would obtain by reaction with water (reddish-brown=Br):
What effect would you expect the following changes to have on the rate of the reaction of ethanol with 2-iodo-2-methyl butane?
(a) The concentration of the halide is tripled.
Question: Predict the product and give the stereochemistry resulting from reaction of each of the following nucleophiles with (R)-2-bromooctane:
(c)
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