The ketone shown is heated with excess iodine in aqueous NaOH, acidified, the acid is converted with SOCl2 and the product is then treated with excess NH3. Which structure is the final organic product?

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JEE Advanced levelSingle correct optionDifficulty 3 of 3co245

The ketone shown is heated with excess iodine in aqueous NaOH, acidified, the acid is converted with $SOCl X_{2}$ and the product is then treated with excess $NH X_{3}$ . Which structure is the final organic product?

AStructure A
BStructure B
CStructure C
DStructure D

Answer: B

The drawn compound is cyclohexyl methyl ketone. Haloform reaction removes the CH3 as CHI3 and gives cyclohexanecarboxylic acid; SOCl2 gives the acid chloride and NH3 gives cyclohexanecarboxamide. Structure A has an extra CH2, C stops at the acid and D is an over-reduced amine.

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The ketone shown is heated with excess iodine in aqueous NaOH, acidified, the acid is converted with SOClX2​ and the product is then treated with excess NHX3​. Which structure is the final organic product?

Answer: B

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The ketone shown is heated with excess iodine in aqueous NaOH, acidified, the acid is converted with $SOCl X_{2}$ and the product is then treated with excess $NH X_{3}$ . Which structure is the final organic product?