JEE Main levelSingle correct optionDifficulty 2 of 3co071
Hexanedial, OHC(CHX2)X4CHO, is treated with dilute NaOH and warmed so that the intramolecular aldol product dehydrates. The product is
Acyclohex-1-ene-1-carbaldehyde
Bcyclohex-2-en-1-one
Ccyclopent-1-ene-1-carbaldehyde
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.