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JEE Main levelNumerical answerDifficulty 2 of 3o1130

Methyl 4-(4-hydroxyphenyl)-4-oxobutanoate, , is treated with a large excess of in dry ether. Counting convention: each acidic O-H (alcohol, phenol or carboxylic acid) consumes 1 mole of ; each aldehyde or ketone C=O consumes 1 mole; each ester consumes 2 moles (the ketone formed after loss of alkoxide is attacked as well); deprotonation of alpha C-H is ignored. How many moles of are consumed per mole of the substrate? (Give the answer as an integer.)

Numerical answer type, tolerance 0.5.

Answer: 4

The phenol O-H consumes 1 mole (giving ), the aryl ketone C=O consumes 1 mole, and the methyl ester consumes 2 moles. Total = 1 + 1 + 2 = 4 moles.
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