Chapter 18: Q41E (page 594)
How would you prepare the following compounds from 1-phenylethanol?
(a)Methyl 1-phenylethyl ether (b) Phenylepoxyethane
(c)tert-Butyl 1-phenylethyl ether (d) 1-Phenylethanethiol
Short Answer
(a)

(b)

(c)

(d)

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Chapter 18: Q41E (page 594)
How would you prepare the following compounds from 1-phenylethanol?
(a)Methyl 1-phenylethyl ether (b) Phenylepoxyethane
(c)tert-Butyl 1-phenylethyl ether (d) 1-Phenylethanethiol
(a)

(b)

(c)

(d)

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Name the following ethers:
a)

Write the mechanism of the acid-induced cleavage of tert-butyl cyclohexyl ether to yield cyclohexanol and 2-methylpropene.
Predict the major product of each of the following reactions:

Acid-catalyzed hydrolysis of a 1,2-epoxycyclohexane produces a transdiaxial 1,2-diol. What product would you expect to obtain from acidic hydrolysis of cis-3-tert-butyl-1,2-epoxycyclohexane? (Recall that the bulky tert-butyl group locks the cyclohexane ring into a specific conformation.)
Name the following ethers:
e)

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