Chapter 16: Q7 P (page 493)
Identify the carboxylic acid chloride that might be used in a Friedel–Crafts acylation reaction to prepare each of the following acylbenzenes:
a.

b.

Short Answer
a.

b.

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Chapter 16: Q7 P (page 493)
Identify the carboxylic acid chloride that might be used in a Friedel–Crafts acylation reaction to prepare each of the following acylbenzenes:
a.

b.

a.

b.

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Predict the major product (s) you would obtain from sulfonation of the following compounds:
Starting with either benzene or toluene, how would you synthesize the
following substances? Assume that ortho and para isomers can be
separated.
(a) 2-Bromo-4-nitrotoluene (b) 1,3,5-Trinitrobenzene
(c)2,4,6-Tribromoaniline (d)m-Fluorobenzoic acid
Electrophilic substitution on 3-phenylpropanenitrile occurs at theortho and para positions, but reaction with 3-phenylpropenenitrileoccurs at the meta position. Explain, using resonance structures of theintermediates.

Rank the following aromatic compounds in the expected order of their
reactivity toward Friedel–Crafts alkylation. Which compounds are
unreactive?
(a)Bromobenzene (b) Toluene (c) Phenol
(d)Aniline (e)Nitrobenzene (f)p-Bromotoluene
Acetanilide is less reactive than aniline toward electrophilic substitution. Explain

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