Chapter 18: Q24E (page 594)
Predict the product(s) and provide the mechanism for each reaction below. What does each mechanism have in common?

Short Answer
a.

b.

c.

d.

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Chapter 18: Q24E (page 594)
Predict the product(s) and provide the mechanism for each reaction below. What does each mechanism have in common?

a.

b.

c.

d.

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How would you synthesize anethole (Problem 18-54) from phenol?
In the formation of the prepolymer used to make epoxy resins, a bisphenol reacts with epichlorohydrin in the presence of a base. Show the product and mechanism when two moles of phenol react with epichlorohydrin.

Draw structures corresponding to the following IUPAC names:
(a)Ethyl 1-ethylpropyl ether (b)Di(p-chlorophenyl) ether
(c)3,4-Dimethoxybenzoic acid (d)Cyclopentyloxycyclohexane
(e)4-Allyl-2-methoxyphenol (eugenol; from oil of cloves)
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.
How could you prepare benzyl phenyl ether from benzene and phenol? More than one step is required.
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