Chapter 17: 7 P (page 539)
Question: What reagent would you use to accomplish each of the following reactions?
(a)

(b)

(c)

Short Answer
(a)

(b)

(c)

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Chapter 17: 7 P (page 539)
Question: What reagent would you use to accomplish each of the following reactions?
(a)

(b)

(c)

(a)

(b)

(c)

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p-Nitrobenzyl alcohol is more acidic than benzyl alcohol, but p-methoxy-benzyl alcohol is less acidic. Explain.
Treatment of the following epoxide with aqueous acid produces a carbocation intermediate that reacts with water to give a diol product. Show the structure of the carbocation, and propose a mechanism for the second step.
Question: Predict the products of the following reactions:
(a)

(b)

(c)

Question: How would you prepare the following compounds from
2-phenylethanol?
More than one step may be required.
(a) Styrene
(b) Phenylacetaldehyde
(c) Phenylacetic acid
(d) Benzoic acid
(e) Ethylbenzene
(f) Benzaldehyde
(g) 1-Phenylethanol
(h) 1-Bromo-2-phenylethane
What products would you expect from oxidation of the following compounds with in aqueous acid? With the Dess-Martin periodinane?
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