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AMU Medical AMU Solved Paper-1999

  • question_answer
    A primary alcohol,\[{{C}_{3}}{{H}_{8}}O\] on heating with sulphuric acid undergo dehydration to give an alkene, B.B when reacted with\[HCl\]gave C, which on treatment with aqueous KOH gives compound \[D,{{C}_{3}}{{H}_{8}}O.A\]and D are

    A)  functional isomers

    B)  position isomers

    C)  chain isomers     

    D)  stereo isomers

    Correct Answer: B

    Solution :

    : \[\underset{A}{\mathop{C{{H}_{3}}C{{H}_{2}}C{{H}_{2}}OH}}\,\xrightarrow[{{H}_{2}}S{{O}_{4}}]{\Delta }\underset{B}{\mathop{C{{H}_{3}}CH}}\,=C{{H}_{2}}+{{H}_{2}}O\] \[\underset{B}{\mathop{C{{H}_{3}}CH}}\,=C{{H}_{2}}+HCl\xrightarrow[{}]{{}}\underset{\begin{smallmatrix}  | \\  Cl \end{smallmatrix}}{\mathop{C{{H}_{3}}CH}}\,=\underset{C}{\mathop{C{{H}_{3}}}}\,\] \[C{{H}_{3}}-\underset{\begin{smallmatrix}  | \\  Cl  \\  \,\,\,\,C \end{smallmatrix}}{\mathop{CH}}\,-C{{H}_{3}}+KO{{H}_{(aq.)}}\xrightarrow[{}]{{}}\]              \[\xrightarrow[{}]{{}}C{{H}_{3}}-\underset{\begin{smallmatrix}  | \\  OH  \\  \,\,\,\,D \end{smallmatrix}}{\mathop{CH}}\,-C{{H}_{3}}+KCl.\] A and D are position isomers.


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