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A conjugated alkadiene (A)(.(13)H(22)) o...

A conjugated alkadiene `(A)(._(13)H_(22))` on oxidation with acidic `K_(2)Cr_(2)O_(7))` solution gives butan` 2-`one `(B)` and cyclohexane carboxylic acid `(` cyclohexylmethanoic acid `)(C)` . Identigy compound `(A)`.

Text Solution

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`D.U.` in `(A)((2n_(C)+2)-n_(H))/(2)=((2xx13+2)-22)/(2)=3^(@)`
Total `C` atoms in products `=(4X+7C)=11C` atoms.
But in `(A)`, total `C` atoms `=13`
So, `2 C-` atoms compound is missing.
Moreover, a diene will give three products but only two products are given, so one product is missing.
Conjugated diene is represented as `:`


Join the double bond to get `(A)` `1-` Cyclohexyl `-4-`methylhexa `-1,3-`dienen
`2(C=C)` bonds `implies 2^(@)` of unsaturation
One ring `1implies 1^(@)` of unsaturation
`implies` Total degree of unsaturation `=3^(@)`
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