An organic compound neither reacts with neutral ferric chloride solution nor with fehling solution. it however, reacts with Grignard reagent and gives positive iodoform test. The compound is :
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The Correct Option is D
Solution and Explanation
No reaction with neutral \(\mathrm{FeCl_3}\) means no free phenolic OH, which rules out (1).
No reaction with Fehling's solution means no aliphatic aldehyde (aromatic aldehydes do not respond either). Reaction with a Grignard reagent needs a C=O group.
A positive iodoform test needs a \(\mathrm{CH_3CO-}\) or \(\mathrm{CH_3CH(OH)-}\) group. (2) has no such group, and in (3) the carbonyl carries an ethyl group (\(\mathrm{COC_2H_5}\)), not methyl, so it is negative.
(4) has the \(\mathrm{CH_3CH(OH)-}\) group (oxidised to \(\mathrm{CH_3CO-}\) by the hypoiodite, then giving \(\mathrm{CHI_3}\)), a ketone C=O for the Grignard reagent, and no phenol or aldehyde.
Answer: (4)
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