Chapter 18: Q42E (page 594)
Question: tert-Butyl ethers can be prepared by the reaction of an alcohol with2-methylpropene in the presence of an acid catalyst. Propose a mechanismfor this reaction
Short Answer

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Chapter 18: Q42E (page 594)
Question: tert-Butyl ethers can be prepared by the reaction of an alcohol with2-methylpropene in the presence of an acid catalyst. Propose a mechanismfor this reaction

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Why do you suppose only symmetrical ethers are prepared by the sulfuric acid-catalyzed dehydration procedure? What product (s) would you expect if ethanol and 1-propanol were allowed to react together? In what ratio would the products be formed if the two alcohols were of equal reactivity?
Name the following ethers:
e)

Predict the product(s) and provide the mechanism for each reaction below. What do the mechanisms have in common?
a.

b.

c.

d.

Methyl aryl ethers, such as anisole, are cleaved to iodomethane and aphenoxide ion by treatment with LiI in hot DMF. Propose a mechanismfor this reaction.
Name the following ethers:
c)

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