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Topic: Benzenediol halogenation  (Read 2822 times)

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Offline sariel

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Benzenediol halogenation
« on: December 03, 2009, 03:15:47 PM »
Hi! Having a problem with a few reaction mechanisms on halogenation.

I have to brominate a 2-methylbenzenediol molecule. I am aware the standard electrophilic substitution occurs in the 2, 4 and 6 positions with Phenol. Now that I am faced with 2 hydroxy groups I am stuck... which one do I chose?

Any help would be great!

~S

Offline Schrödinger

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Re: Benzenediol halogenation
« Reply #1 on: December 03, 2009, 09:31:27 PM »
Do you know where the 2 hydroxy groups are placed in the benzene ring?
(i.e., if you are referring to a methyl substituted catechol, resorcinol or hydroquinone.)
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Offline sariel

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Re: Benzenediol halogenation
« Reply #2 on: December 04, 2009, 02:17:58 AM »
catechol. The two hydroxy groups are adjacent.

Offline Schrödinger

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Re: Benzenediol halogenation
« Reply #3 on: December 05, 2009, 08:37:19 AM »
Where is the methyl group with respect to the hydroxy groups?  ???

Sorry for posting another question, but it's not very clear from your previous posts as to what compound you have in hand.  :(
"Destiny is not a matter of chance; but a matter of choice. It is not a thing to be waited for; it is a thing to be achieved."
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