Chapter 16: Q 71 E (page 524)
Question: How would you synthesize the following compounds from benzene? Assume that ortho and para isomers can be separated.
a)

b)

Short Answer
a)

b)

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Chapter 16: Q 71 E (page 524)
Question: How would you synthesize the following compounds from benzene? Assume that ortho and para isomers can be separated.
a)

b)

a)

b)

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Treatment of p-bromotoluene with NaOH at yields a mixture of twoproducts, but treatment of m-bromotoluene with NaOH yields a mixture ofthreeproducts. Explain.
At what position, and on what ring, would you expect bromination of Benzanilide to occur? Explain by drawing resonance structures of theintermediates.
Benzanilide
Question:Predict the major product(s) of the following reactions:
(a)

(b)

(c)

(d)

The herbicide oxyfluorfen can be prepared by reaction between a phenol and an aryl fluoride. Propose a mechanism.

The sulfonation of an aromatic ring with is reversible. That is, heating benzenesulfonic acid with H2SO4 yields benzene. Show the mechanism of the desulfonation reaction. What is the electrophile?
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