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JEE Advanced levelOne or more correct optionsDifficulty 3 of 3hc054

2-Methylhepta-2,5-diene, $(CH X_{3}) X_{2} C = CH - CH X_{2} - CH = CH - CH X_{3}$ , is subjected to ozonolysis with reductive work-up ( $Zn / H X_{2} O$ ). Which statements are correct?

APropanone is not formed
BThree different carbonyl compounds are formed
COne of the products is the three-carbon dialdehyde propanedial
DExactly two of the products give a positive Tollens' test

Answer: B, C, D

Cleaving both double bonds gives

(CH X_{3}) X_{2} C = O

(propanone),

OHC - CH X_{2} - CHO

(propanedial) and

CH X_{3} CHO

(ethanal). Three different compounds form. Ethanal and propanedial are aldehydes and reduce Tollens' reagent, while propanone does not.

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