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JEE Advanced levelOne or more correct optionsDifficulty 3 of 3hc146

Hexa-1,5-diene, $CH X_{2} = CH - CH X_{2} CH X_{2} - CH = CH X_{2}$ , is subjected to ozonolysis. Select the correct statement(s).

AOxidative work-up gives butanedioic acid among the products.
BReductive work-up also gives butanedial, $OHC - CH X_{2} CH X_{2} - CHO$ .
CReductive work-up gives 2 mol of methanal per mole of diene.
DThe carbonyl products give a positive iodoform test.

Answer: A, B, C

Cleavage of both terminal double bonds gives 2

HCHO

and the four-carbon

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

(butanedial). Oxidative work-up converts the dialdehyde to

HOOC - CH X_{2} CH X_{2} - COOH

(butanedioic acid). Neither methanal nor butanedial contains

CH X_{3} CO X^{-}

or

CH X_{3} CH (OH) X^{-}

, so the iodoform test is negative.

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