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Identify the compound (A), (B), and (C)....

Identify the compound `(A), (B)`, and `(C).`
Compound (A) `(C_(8)H_(12))overset(1mol)underset(of H_(2)//Pd)rarr(B) (C_(8)H_(14))`
`overset("Doesn not show")overset("stereoismerism")underset((C)(C_(8)H_(12)O_(2)))underset("Symmetrical diketone")(darrO_(3)//Ph_(3)P)`

Text Solution

Verified by Experts

D.U. in `(A)=((2n_(C)+2)-n_(H))/(2)=((2xx8+2)-12)/(2)=3^(@)`
D.U. in `(B)=((2n_(C)+2)-n_(H))/(2)=((2xx8+2)-14)/(2)=2^(@)`
D.U. in `(C)=((2xx8+2)-12)/(2)=3^(@)`
In compound `(C), D.U.=3^(@)`
2 D.U. is due to diketone.
So, 1 D.U. in compount (C)is due to either one `(C=C)` bond or one ring of eight `C` atoms.
One `(C=C)` bond is not possible because after ozonolysis of `(A)`, the double bond cannot be left behind.
So `(C)` is `8C` ring with two groups at the sysmmetrical position.
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