1.

An aromatic hydrocarbon (A), containing 91.3% of C and 8.7% of H, on treatment with chlorine gave 3 isomeric monochlorocompounds (B), (C ) and (D), each having 28% of chlorine. On oxidation with permanganate, all the three gave a monobasic acid. The acid from (B) on distillation with soda lime gave benzene while those from (C ) and (D) gave monochlorobenzene on the same treatment. Assign formulae to (A), (B), (C ) and (D)

Answer»

SOLUTION :`[((A) C_(6)H_(5).CH_(3),(B) C_(6)H_(5)CH_(2)CL),((C )C_(6)H_(4)(CH_(3))Cl ("ortho"),(D) ("para"))]`


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