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Question

Which of the following compound on treatment with conc. aqueous alkali and on further acidification gives the following lactone?

A
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B
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C
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D
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Solution

The correct option is C

Step 1 is the intramolecular Cannizzaro reaction where a non-enolizable aldehyde disproportionates to a carboxylic acid and a primary alcohol under the influence of an alkali.

Step 2 is the intramolecular esterification to furnish a lactone.

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