Q17 / 57 · KVPY 2019 (SA) · Chemistry

An organic compound X with molecular formula C6H10, when treated with HBr,  forms a gem dibromide. The compound X upon warming with HgSO4 and dil. H2SO4,  produces a ketone, which gives a positive iodoform test. The compound X is

  • A
    Figure
  • B
    Figure
  • C
    Figure
  • Correct answer
    D
    Figure

Solution

Figure

(Hydrobromination, Markownikoffs product, which is a gem-dibromide).

Figure

Acid catalysed hydration of alkyne gives ketone. In the case of terminal alkyne, the product is a methyl ketone, which gives haloform test.

Figure

Hence, the correct answer is option: 'D'.

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