On the off chance someone might answer...page 674 implies that you'd make a benzoyl chloride for a Friedel-Crafts reaction, but p. 676 says that it would not undergo a Friedel-Crafts reaction. Is this right?
Melissa, To be honest I don't see where you are reading that benzoyl chloride would not undergo a F.C. reaction. Perhaps (and I'm guessing here) you've confused the use of benzoyl chloride as a reagent and the use of benzoyl groups (aromatic acids, esters, ketones, amides, and aldehydes) as substrates for F.C. acylations. You are correct that aromatic groups that contain carbonyls in conjugation do not undergo F.C. reactions (because they are relatively electron deficient) but this is different than using them as reagents. Benzoyl chloride will act as a reagent for F.C. In fact, if you subject benzene to benzoyl chloride and aluminum trichloride you will isolate benzophenone in yields that range from 50-90% depending upon the publication.
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On the off chance someone might answer...page 674 implies that you'd make a benzoyl chloride for a Friedel-Crafts reaction, but p. 676 says that it would not undergo a Friedel-Crafts reaction. Is this right?
In theory a benzoyl chloride should undergo a Friedel-Crafts reaction. I'll take a look at the problem and repost a little later
Melissa,
To be honest I don't see where you are reading that benzoyl chloride would not undergo a F.C. reaction. Perhaps (and I'm guessing here) you've confused the use of benzoyl chloride as a reagent and the use of benzoyl groups (aromatic acids, esters, ketones, amides, and aldehydes) as substrates for F.C. acylations. You are correct that aromatic groups that contain carbonyls in conjugation do not undergo F.C. reactions (because they are relatively electron deficient) but this is different than using them as reagents. Benzoyl chloride will act as a reagent for F.C. In fact, if you subject benzene to benzoyl chloride and aluminum trichloride you will isolate benzophenone in yields that range from 50-90% depending upon the publication.
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