JEE Main · 2023 · 25 Jan 2023 · Shift 2 · Aldehydes Ketones and Carboxylic Acids

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'A' in the given reaction is
Structure A
A
Structure B
B
  1. (A)(see structure)
  2. (B)(see structure)
    ✓ Correct
  3. (C)(see structure)
  4. (D)(see structure)

Answer: (B)

Solution

Pivaldehyde and 2-hydroxy-2-methylpropanoic acid condense in acid: the protonated aldehyde carbon is attacked by the hydroxyl oxygen of the acid, and loss of water then closes a ring as the carboxyl oxygen bonds to the same carbon. The five-membered ring that forms is a 1,3-dioxolan-4-one carrying the tert-butyl group on the acetal carbon and the two methyl groups on the carbon next to the ring carbonyl. The major product is 2-tert-butyl-5,5-dimethyl-1,3-dioxolan-4-one.

JEE Main · 2023 · 25 Jan 2023 · Shift 2 · Single correct option

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