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Stoichiometric Calculations

An organic co...

Question

An organic compound (A) of molecular formula $C_{6} H_{6} O$ gives violet colour with neutral ferric chloride. Compound (A) when heated with zinc dust gives a hydrocarbon (B). Also compound (A) reacts with phthalic anhydride and conc. $H_{2} S O_{4}$ to give compound (C) of molecular formula $C_{20} H_{14} O_{4}$ . Identify (A), (B) and (C). Explain the reactions.

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Solution

Phenol reacts with ferric chloride $(F e {C l}_{3})$ and gives violet colour. Hence the compound $A$ is phenol $(C_{6} H_{5} - O H)$ .
$C_{6} H_{5} - O H Zn dust - --- \to - Z n O C_{6} H_{6} (B - Benzene)$
$C_{6} H_{5} - O H + phthalic anhydride Conc. H_{2} S O_{4} - ------- \to Phenolphthalein$ (Image attached)
Hence the compound $A, B$ and $C$ are phenol, benzene and phenolphthalein respectively.

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