NEET AIPMT SOLVED PAPER MAINS 2011

  • question_answer
    An organic compound 'A' on treatment with \[N{{H}_{3}}\] gives 'B' which on heating gives 'C' , 'C' when treated with \[B{{r}_{2}}\] in the presence of KOH produces ethylamine. Compound 'A' is 

    A) \[C{{H}_{3}}COOH\]                       

    B) \[C{{H}_{3}}C{{H}_{2}}C{{H}_{2}}COOH\]

    C) \[C{{H}_{3}}-\underset{\begin{smallmatrix}  | \\  C{{H}_{3}} \end{smallmatrix}}{\mathop{C}}\,HCOOH\]       

    D) \[C{{H}_{3}}C{{H}_{2}}COOH\]

    Correct Answer: D

    Solution :

    The organic compound 'A' is propanoic acid \[(C{{H}_{3}}C{{H}_{2}}COOH).\] \[\underset{\begin{smallmatrix}  propanoic\,acid \\  \,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,(A) \end{smallmatrix}}{\mathop{C{{H}_{3}}-C{{H}_{2}}-COOH}}\,\xrightarrow[{}]{N{{H}_{3}}}\] \[\underset{\begin{smallmatrix}  ammonium\,propanoate \\  \,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,(B) \end{smallmatrix}}{\mathop{C{{H}_{3}}-C{{H}_{2}}-CO\overline{O}\overset{+}{\mathop{N}}\,{{H}_{4}}}}\,\] \[\xrightarrow[-{{H}_{2}}O]{\Delta }C{{H}_{3}}\underset{\begin{smallmatrix}  propanamide \\  \,\,\,\,\,\,\,\,\,\,\,\,\,\,(C) \end{smallmatrix}}{\mathop{-C{{H}_{2}}-CON{{H}_{2}}}}\,\] \[\underset{ethyla\min e}{\mathop{C{{H}_{3}}-C{{H}_{2}}-N{{H}_{2}}}}\,\xleftarrow[\begin{smallmatrix}  Hoffmann \\  bromamide  \\  reaction \end{smallmatrix}]{KOH+B{{r}_{2}}}\]


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