J & K CET Medical J & K - CET Medical Solved Paper-2011

  • question_answer
    An alkane with a molecular formula\[{{C}_{6}}{{H}_{14}}\]reacts with chlorine in the presence of light and heat to give two constitutionally isomeric monochlorides of molecular formula\[{{C}_{6}}{{H}_{13}}Cl\]. What is the most reasonable starting alkane?

    A)  n-hexane

    B)  2, 2-dimethylbutane

    C)  2, 3-dimethylbutane

    D)  3-methylpentane

    Correct Answer: C

    Solution :

                    2,3-dimethylbutane has 12 equivalent\[{{1}^{o}}H\] and two equivalent\[{{3}^{o}}H\] hence it gives two constitutionally isomeric monochlorides of molecular formula\[{{C}_{6}}{{H}_{13}}Cl\]. \[\underset{2,3-dimethylbutane}{\mathop{C{{H}_{3}}-\overset{\begin{smallmatrix}  C{{H}_{3}} \\  | \end{smallmatrix}}{\mathop{CH}}\,-\overset{\begin{smallmatrix}  C{{H}_{3}} \\  | \end{smallmatrix}}{\mathop{CH}}\,-C{{H}_{3}}}}\,\xrightarrow[Heat]{C{{l}_{2}},\,Light}\]                                \[C{{H}_{3}}-\overset{\begin{smallmatrix}  C{{H}_{3}} \\  | \end{smallmatrix}}{\mathop{CH}}\,-\overset{\begin{smallmatrix}  C{{H}_{3}} \\  | \end{smallmatrix}}{\mathop{CH}}\,-C{{H}_{2}}Cl\]                                    \[+C{{H}_{3}}-\underset{\begin{smallmatrix}  | \\  Cl \end{smallmatrix}}{\overset{\begin{smallmatrix}  C{{H}_{3}} \\  | \end{smallmatrix}}{\mathop{C}}}\,-\overset{\begin{smallmatrix}  C{{H}_{3}} \\  | \end{smallmatrix}}{\mathop{CH}}\,-C{{H}_{3}}\]


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