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Three compounds A, B, and C are isomers ...

Three compounds A, B, and C are isomers of the formula `C_5H_8`. All of them decolourise bromine in `C Cl_4` and give a positive test with Baeyer's reagent. All three compounds dissolve in cone. `H_2SO_4`. Compound A gives a white precipitate with ammoniacal silver nitrate, whereas compounds B and C do not react with it. On hydrogenation, in the presence of platinum catalyst, both compounds A and B yield n-pentane, whereas compound C gives a product of formula `C_5H_(10)`. On oxidation with hot acidified `KMnO_4`, B gave acetic acid and `CH_3CH_2COOH`. Identify compounds A, B, and C.

Text Solution

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`(C)underset([Ag(NH_3)_2]^(o+))rarr` White ppt. (Terminal alkyne)
(A) and `(B)overset(H_2+Pt)rarr`
`(B)implies` (Internal alkyne)
(Does not react with ammonium `AgNO_3` solution.)
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