91Ó°ÊÓ

Name the following ethers:

a)

Name the following ethers:

c)

Name the following ethers:

e)

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?

How would you prepare the following ethers using a Williamson synthesis?

1. Methyl propyl ether
2. Anisole (methyl phenyl ether)
3. Benzyl isopropyl ether
4. Ethyl 2,2-dimethylpropyl ether

How would you prepare the following ethers using a Williamson synthesis?

1. Methyl propyl ether
2. Anisole (methyl phenyl ether)
3. Benzyl isopropyl ether
4. Ethyl 2,2-dimethylpropyl ether

How would you prepare the following ethers using a Williamson synthesis?

1. Methyl propyl ether
2. Anisole (methyl phenyl ether)
3. Benzyl isopropyl ether
4. Ethyl 2,2-dimethylpropyl ether

How would you prepare the following ethers using a Williamson synthesis?

1. Methyl propyl ether
2. Anisole (methyl phenyl ether)
3. Benzyl isopropyl ether
4. Ethyl 2,2-dimethylpropyl ether

Review the mechanism of oxymercuration shown in Figure 8-3 on page 230, and then write the mechanism of the alkoxymercuration reaction of 1-methyl-cyclopentene with ethanol. Use curved arrows to show the electron flow in each step.

Rank the following halides in order of their reactivity in Williamson synthesis:

1. Bromoethane, 2-bromopropane, bromobenzene
2. Chloroethane, bromoethane, 1-iodopropene