Two isomeric compounds $A$ and $B$ have the formula $C_{3} H_{6} C l_{2}$ . With aqueous $K O H$ solution, A gives propionaldehyde and $B$ gives acetone. Then, $A$ and $B$ are

C H_{3} - C (C l)_{2} - C H_{3}

and

C H_{3} - C H_{2} - C H C l_{2}

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C H_{3} - C H (C l) - C H C l_{2}

and

C H_{3} - C H_{2} - C H C l_{2}

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C H_{3} - C H_{2} - C H C l_{2}

and

C H_{3} - C (C l)_{2} - C H_{3}

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C H_{3} - C H (C l) - C H C l_{2}

and

C H_{3} - C (C l)_{2} - C H_{2} C l

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Solution

The correct option is C $C H_{3} - C H_{2} - C H C l_{2}$ and $C H_{3} - C (C l)_{2} - C H_{3}$
As shown the similar mechanism will follow for given compounds.

Terminal geminal dihalides give aldehydes and that of other geminal dihalides give ketones with aqueous $K O H$ . A gives propionaldehyde. So, the 2 chlorine atoms must be on terminal carbons. B gives acetone. So, the 2 chlorine atoms must be on middle carbon.

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I U P A C

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