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Topic: oxidation of aromatic  (Read 2064 times)

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Offline caanmaro

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oxidation of aromatic
« on: December 04, 2014, 04:53:56 PM »
Hello friends

Let me know if this oxidation is correct. Or if the carbon bonded to two methyls this as a methyl

Offline AromaticAcrobatic

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Re: oxidation of aromatic
« Reply #1 on: December 04, 2014, 09:12:23 PM »
This is not correct.
Only benzylic Carbons with hydrogen's undergo oxidation to the carboxylic acid.
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Offline orgopete

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Re: oxidation of aromatic
« Reply #2 on: December 05, 2014, 12:55:19 AM »
That is what I assumed it to be.
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Offline sharbeldam

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Re: oxidation of aromatic
« Reply #3 on: February 05, 2020, 08:56:01 AM »
I do apologize if its against the rule to reply to older posts but this is very interesting question that I searched for it, only 1 carbon gets oxidized, what happens to cut off alkyl group?

the mechanism of aromatic oxidation is complicated but it doesnt say anything about the cut off groups if they were in rings.

Another example is this one:
X is obvious but why does Y turn into phtalic acid since it has hydrogens only on 1 benzylic carbon?
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