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Heating an alcohol with H2SO4 is a good way to prepare a

Chapter 11, Problem 13P

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QUESTION:

Problem 13P

Heating an alcohol with H2SO4 is a good way to prepare a symmetrical ether such as diethyl ether.

a. Explain why it is not a good way to prepare an unsymmetrical ether such as ethyl propyl ether.

b. How would you synthesize ethyl propyl ether?

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QUESTION:

Problem 13P

Heating an alcohol with H2SO4 is a good way to prepare a symmetrical ether such as diethyl ether.

a. Explain why it is not a good way to prepare an unsymmetrical ether such as ethyl propyl ether.

b. How would you synthesize ethyl propyl ether?

ANSWER:

Solution 13P

Step 1 of 4

(a)

Diethyl ether and other simple ethers (symmetrical ethers) are prepared by the industrial sulfuric acid-catalyzed by the reaction of alcohols, which occurs by the mechanism.

The most useful method for the preparation of ether is Williamson ether synthesis in which the alkoxide ion reacts with the primary alkyl halide or alcohol or tosylate in an reaction.

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