A trisubstituted compound 'A', , gives neutral test positive. Treatment of compound 'A' with and gives , with hydriodic acid gives methyl iodide and with hot concentrated gives a compound B, . Compound 'A' also decolourises alkaline . The number of b

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Solution

Q.
A trisubstituted compound 'A', $C_{10} H_{12} O_{2}$ , gives neutral ${FeCl}_{3}$ test positive. Treatment of compound 'A' with $NaOH$ and ${CH}_{3} Br$ gives $C_{11} H_{14} O_{2}$ , with hydroiodic acid gives methyl iodide and with hot concentrated $NaOH$ gives a compound B, $C_{10} H_{12} O_{2}$ . Compound 'A' also decolourises alkaline ${KMnO}_{4}$ . The number of $π$ bond(s) present in the compound 'A' is _____________ . [2023]

Ans.
(4)

$C_{10} H_{12} O_{2}, DU = 5 (1 -phenyl ring present with unsaturation in side alkyl chain)$

$Given information: Neutral {FeCl}_{3} test positive \to Phenol present$

$Compound' A' also decolourises alkaline {KMnO}_{4} \to Unsaturation in side alkyl chain$

$Number of π -bonds present in compound' A' = 4$

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