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An organic compound (A) of molecular formula C6H6O gives violet colour with neutral FeCI3 . (A) reacts benzene diazoniurn chloride in basic medium to give (B) as an azo dye. (A) reacts with acidified K2Cr2O7 gives (C) of formula C6H4O2 . (A) on reaction with H2 in the presence of nickel gives (D) of formula C6H12O. Identify A, B, C, D and explain the reaction involved.

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1. (A) of molecular formula C6H6O gives violet colour with neutral FeCI3 means it must be Phenol – C6H5OH. 

2. Phenol couples with benzene diazonium chloride in the presence of basic medium to produce p-hydroxy azo benzene, a red orange dye as (B).

3. Phenol on reaction with acidified K2 Cr2O7 undergoes oxidation reaction to give 1, 4 – benzo quinone as (C).

4. Phenol on reaction with H2 , in the presence of Nickel gives cyclohexanol as (D).

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