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1 vote
1 answer
256 views

Can alkyl-substituted phenols be reduced to alkyl-substituted benzenes by zinc dust?

I know that phenol can be reduced to benzene by distilling it with zinc dust. But I want to know if that concept can be expanded. E.g., take chavicol or 4-(prop-2-en-1-yl)phenol; could you still ...
justin's user avatar
  • 11
16 votes
3 answers
42k views

Friedel–Crafts reaction of phenol

Does phenol undergo Friedel–Crafts reactions or does it react with Lewis acids like aniline does?
user63762453's user avatar
19 votes
3 answers
24k views

Why is a hydroxyl group more activating than a methoxy group in electrophilic aromatic substitution?

Why is phenol more reactive towards electrophilic substitution than methoxybenzene? Isn't the lone pair on the methoxy group oxygen more available for participating in resonance into the ring than the ...
Dhruba Banerjee's user avatar
6 votes
2 answers
5k views

How do we know whether we will get a mono substituted or tri-substituted product during electrophilic aromatic substitution?

For example consider the bromination of phenol we get the tri-substituted product (even though bromine is deactivating so I suppose it should deactivate the ring with each addition) while sulphonation ...
Kara's user avatar
  • 61