The alcohol shown is oxidised with Jones reagent (CrO3 in dilute H2SO4, acetone). Which structure is the product?

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JEE Main levelSingle correct optionDifficulty 2 of 3ap242

The alcohol shown is oxidised with Jones reagent ( $CrO X_{3}$ in dilute $H X_{2} SO X_{4}$ , acetone). Which structure is the product?

AStructure A
BStructure B
CStructure C
DStructure D

Answer: D

The alcohol is 2-methylcyclohexanol, a secondary alcohol. Jones reagent oxidises it to the ketone without cleaving the ring, giving 2-methylcyclohexanone. The methyl group stays next to the carbonyl, so the 3-methyl isomer is wrong.

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The alcohol shown is oxidised with Jones reagent (CrOX3​ in dilute HX2​SOX4​, acetone). Which structure is the product?

Answer: D

More questions on Lucas test and oxidation of drawn alcohols

The alcohol shown is oxidised with Jones reagent ( $CrO X_{3}$ in dilute $H X_{2} SO X_{4}$ , acetone). Which structure is the product?