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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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`(D)` to `(E)` formation shows rerrangement of `(-NHOH)` group in which `(OH)` group from `(NHOH)` migrates to `p-` positon. So `p-` positon is vacant. Therefore, `(-NO_(2))` and `(Cl)` groups in `(A)` must be present at ortho-positons.
`D.U` in `A = ((2n_(C) +2)+n_(Cl) - n_(N) - n_(H))/(2)`
`= ((2xx6+2)+1-1-4)/(2) = 5^(@)`
`5 D.U` in `(A)` suggests benzene ring with `4.D.U` in zenen and `1 D.U` in `(NO_(2))` group. `(NO_(2))` group `(-NO_(2))` and `(-Cl)` groups are at ortho-positon.
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