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Question

A compound of molecular formula C8H8O2 reacts with acetophenone to form a single cross-aldol product in the presence of a base. The same compound on reaction with conc. NaOH forms benzyl alcohol as one of the products. What is the structure of the compound?

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Solution

(Image 1)
Benzaldehyde with acetophenone undergoes cross-aldol condensation and also undergo self oxidation0reduction reaction in presence of a strong base.
The molecular formula is C8H8O2, the structure of the compound is
(Image 2)

1087876_880319_ans_08b75fe7442044a2967b4687898f503f.JPG

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