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B
CO
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C
CO2+CO
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D
CO2+CO+H2O
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Solution
The correct option is DCO2+CO+H2O (2DU in A). It may have either two (C=C) or one(C≡C) bond. Formation of three compounds on oxidation of (A) shows that it contains two (C=C)bonds. (A) C8H14⟹CH3CHO(twoCatoms)(B)+(CH3CPCH2CH3)(two C atoms)(C)+HOOC−COOH(two C atoms)(D)
(2DU in A).
(B) reduces ammoniacal AgNO3 solution and gives iodoform test. Therefore, (B) is an aldehyde and it is (CH3−CHO)(two-C-atom aldehyde). (C) is a ketone containing ⎛⎜
⎜⎝CH3−O||C−⎞⎟
⎟⎠ group (since it gives iodoform test). (D) is two-C dibasic acid since it gives CO2, CO, and H2O with conc. H2SO4, (D) may be oxalic acid (HOOC - COOH) (two C atoms). Total C atoms in (C)must be four.