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An alkane (A) C(16)H(16) on ozonolysisi ...

An alkane (A) `C_(16)H_(16)` on ozonolysisi gives only one products (B) `C_(8)H_(8)O`. Compound (B) or reaction with `NaOH//I_(2)` yields sodium benzoate. Comopund (B) reacts with `KOH//NH_(2)NH_(2)` yielding a hydrogen (C) `C_(8) H(10)^(.)` Write the structures of compounds (B) and (C). Based on this infromation two their structures and identify the isomer which on catalytic hydrpgenation `(H_(2)//Pd-C)` gives a racemic mixture.

Text Solution

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(i) As the alkene [A] on ozonolysis gives only one product [B], this means that the alkene is symmetrical in nature.
(ii) As the compound [B] on reaction with `NaOH//I_(2)` (haloform reaction) gives sodium benzoate and iodoform, this is acetophenone.
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