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Compound (A)(C(8)H(12)) on oxidation giv...

Compound `(A)(C_(8)H_(12))` on oxidation gives an acid `B(C_(4)H_(6)O_(2))`. One mole of compound `(A)` reacts with `3 mol` of `H_(2)` in the presence of `Pt` catalyst to give octane. Identify compound `(A)`.

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`C_(8)H_(12)` `(A)` `(C_(4)H_(6)O_(2))` `(Acid)`
Degree of unsaturation is compound `(A)`
`D.U.` in `(A)=((2n_(C)+2)-n_(H))/(2)=((2xx8+2)-12)/(2)=3^(@)`
Degree of unsaturation in compound `(B)(` discard `O` and calculate `D.U.)`
`D.U.` in `(B)=((2n_(C)+2)-n_(H))/(2)=((2xx4+2)-6)/(2)=2^(@)`
Acid has `1^(@)` of unsaturation, so `1^(@)` of unsaturation shoulb in `(C_(3)H_(5)-)` group. It can be one `(C=C)` or a ring. One `(C=C)` bond is not possible because after the oxidation of compound `(A)`, the double bond cannot be left behind in `(B)`, So, it is a three membered ring.
Moreover, number of `C` atome in `(A)` is twice the number of `C` atoms in acid `(B)`. So, `2 mol` of acid join with each other to give the compound `(A)`.
Since the cyclopropane ring is a highly strained ring, so on hydrogenation under normal conditions it gives propane. Hence, on hydrogenation, `3 mol` are required, `1 mol` each for the cyclopropane ring and `1 mol`for the reducing the `(C=C)` bond.
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