This is a question from JEE Advanced 1997.
I have found two possible products of the reaction:
- By intramolecular aldol condensation:
- By benzil-benzilic acid type rearrangement:
Which reaction takes place here?
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Waylander
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Lost Anisole
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#1 is a very strained species, whereas the benzil-benzilic acid rearrangement is a well-precedented pathway. Occam's razor applies. Your choice. – Waylander Mar 06 '22 at 13:32
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@Waylander I agree! However, I wonder if there is any stabilizing effect on that... – Lost Anisole Mar 06 '22 at 13:35
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I don't think there is enough stabilisation to make #1 a viable product. – Waylander Mar 06 '22 at 13:41
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1Furthermore there is very little literature mention of 2-phenylcyclopropenone - it if could be prepared by this route then there would be multiple examples. – Waylander Mar 06 '22 at 14:03
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There is something here that will be of use. – user55119 Mar 06 '22 at 23:55