An organic compound A ( C ₆ H ₁₂ O ) neither decolourises bromine water nor changes the colour of an acidic dichromate solution. Compound A on heating with H ₂ SO ₄ produces an alkene, which on oxidative ozonolysis gives compound B ( C ₆ H ₁₀ O ₃ ) . Compound B gives a yellow precipitate when treated with NaOH and I ₂ . The most probable structure of A is:

Step-by-step solution

The molecular formula of compound A is C₆H₁₂O . Its degree of unsaturation is 6 - 12 2 + 1 = 1 . Since A does not decolourise bromine water, it does not contain any carbon-carbon double or triple bonds. The degree of unsaturation must be due to the presence of a ring. Compound A does not change the colour of an acidic dichromate solution, which means it cannot be oxidized under these conditions. Therefore, A must be a tertiary alcohol. Heating A with H₂SO₄ produces an alkene, confirming that A undergoes dehydration