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JEE Main levelSingle correct optionDifficulty 2 of 3co071

Hexanedial, , is treated with dilute NaOH and warmed so that the intramolecular aldol product dehydrates. The product is

  1. Acyclohex-1-ene-1-carbaldehyde
  2. Bcyclohex-2-en-1-one
  3. Ccyclopent-1-ene-1-carbaldehyde
  4. Dcyclobut-1-ene-1-carbaldehyde

Answer: C

The enolate at C2 attacks the C6 aldehyde, forming a ring of C2 to C6, which is five-membered. Loss of water gives a C=C conjugated with the remaining CHO. The product is cyclopent-1-ene-1-carbaldehyde.
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