Organic Chemistry Challenge!

Chemistry Level 2

C A B D

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1 solution

Tapas Mazumdar
Feb 2, 2018

First the H+ attacks the pi-bond outside the ring and forms a carbocation which resonates to the alpha position of the dimethyl groups by conjugation. One of the methyl groups gets shifted to this position by rearrangement and a proton is eliminated forming a pi-bond that aromaticizes the ring. The final product is 1,2, 4- trimethylbenzene.

feels so bad when you solve it yet mark the wrong answer . didnt notice the double bond missing .

the rearrangement is the catch . nice solution. !!

Satyabrata Dash - 2 years, 11 months ago

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I mean, wouldn't the methyl groups with δ+ destabilize B.?

A Former Brilliant Member - 1 year, 11 months ago

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