Chapter 18: 18-32P (page 677)
Synthesize each compound from benzene.

Short Answer


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Chapter 18: 18-32P (page 677)



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Label each compound as more or less reactive than benzene in electrophilic aromatic substitution.

Which halides are unreactive in a Friedel–Crafts alkylation reaction?

For each of the following substituted benzenes: (1) \({{\bf{C}}_{\bf{6}}}{{\bf{H}}_{\bf{5}}}{\bf{Br}}\); (2) \({{\bf{C}}_{\bf{6}}}{{\bf{H}}_{\bf{5}}}{\bf{CN}}\) ; (3) \({{\bf{C}}_{\bf{6}}}{{\bf{H}}_{\bf{5}}}{\bf{OCOC}}{{\bf{H}}_{\bf{3}}}\):
Question: Explain the following observation. Ethyl 3-phenylpropanoate reacts with electrophiles to afford ortho- and para-disubstituted arenes, but ethyl 3-phenylprop-2-enoate reacts with electrophiles to afford meta-disubstituted arenes.
Question: What is the major product of electrophilic addition of HBr to the following alkene? Explain your choice.

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