J & K CET Engineering J and K - CET Engineering Solved Paper-2011

  • question_answer
    An alkane with a molecular formula \[{{\text{C}}_{\text{6}}}{{\text{H}}_{\text{14}}}\]reacts with chlorine in the presence of light  and heat to give two constitutionally isomeric monochlorides of molecular formula \[{{\text{C}}_{\text{6}}}{{\text{H}}_{\text{13}}}\text{Cl}\text{.}\]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 \[\text{1}{{\,}^{\text{o}}}\text{H}\]and two equivalent\[3{{\,}^{\text{o}}}\text{H}\]hence it gives two constitutionally isomeric monochlorides of molecular formulae \[{{\text{C}}_{\text{6}}}{{\text{H}}_{\text{13}}}\text{Cl}\text{.}\] \[\underset{2,3-\text{dimethyl}\,\text{butane}}{\mathop{C{{H}_{3}}-\overset{C{{H}_{3}}}{\mathop{\overset{|}{\mathop{CH}}\,}}\,-\overset{C{{H}_{3}}}{\mathop{\overset{|}{\mathop{CH}}\,}}\,-C{{H}_{3}}}}\,\xrightarrow[\text{Heat}]{\text{C}{{\text{l}}_{\text{2}}}\text{,Light}}\] \[C{{H}_{3}}-\overset{C{{H}_{3}}}{\mathop{\overset{|}{\mathop{CH}}\,}}\,-\overset{C{{H}_{3}}}{\mathop{\overset{|}{\mathop{CH}}\,}}\,-C{{H}_{2}}Cl\] \[+\,C{{H}_{3}}-\underset{Cl}{\overset{C{{H}_{3}}}{\mathop{\underset{|}{\overset{|}{\mathop{C}}}\,}}}\,-\overset{C{{H}_{3}}}{\mathop{\overset{|}{\mathop{CH}}\,}}\,-C{{H}_{3}}\]


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