JEE Main & Advanced Chemistry Haloalkanes and Haloarenes / हैलोएल्केन तथा हैलोएरीन्स Question Bank Critical Thinking Haloalkanes

  • question_answer
    An isomer of \[{{C}_{3}}{{H}_{6}}C{{l}_{2}}\]on boiling with aqueous KOH gives acetone. Hence, the isomer is [UPSEAT 2000]

    A) 2, 2-dichloropropane

    B) 1, 2-dichloropropane

    C) 1, 1-dichloropropane

    D) 1, 3-dichloropropane

    Correct Answer: A

    Solution :

    \[\underset{\begin{smallmatrix}  2,\,2\text{ dichloropropane} \\  \text{(isomer of }{{C}_{3}}{{\text{H}}_{\text{6}}}\text{C}{{\text{l}}_{\text{2}}}\text{)} \end{smallmatrix}}{\mathop{C{{H}_{3}}-\underset{Cl}{\overset{Cl}{\mathop{\underset{|}{\overset{|}{\mathop{C}}}\,-}}}\,C{{H}_{3}}}}\,+\underset{\text{aqueous}}{\mathop{2KOH}}\,\underset{-2KCl}{\mathop{\xrightarrow{\text{boil}}}}\,\underset{\text{Unstable}}{\mathop{C{{H}_{3}}-\underset{OH}{\overset{OH}{\mathop{\underset{|}{\overset{|}{\mathop{C}}}\,-}}}\,C{{H}_{3}}}}\,\]\[\underset{\Delta }{\mathop{\xrightarrow{-{{H}_{2}}O}}}\,\underset{\text{(Acetone)}}{\mathop{C{{H}_{3}}-\overset{O}{\mathop{\overset{||}{\mathop{C}}\,}}\,-C{{H}_{3}}}}\,\]


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