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JEE Advanced levelSingle correct optionDifficulty 3 of 3hc049

Cycloocta-1,5-diene is ozonised and worked up with $Zn / H X_{2} O$ . The organic product(s) is/are

Aone molecule of octane-1,8-dial
Btwo molecules of butanedial
Chexanedial and ethanedial
Dcyclooctane-1,5-dione

Answer: B

Number the ring

C X_{1} = C X_{2} - C X_{3} - C X_{4} - C X_{5} = C X_{6} - C X_{7} - C X_{8}

. Cutting both double bonds gives the fragments

C X_{2} - C X_{3} - C X_{4} - C X_{5}

and

C X_{6} - C X_{7} - C X_{8} - C X_{1}

, each of which is

OHC - CH X_{2} CH X_{2} - CHO

. Two molecules of butanedial form.

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