CMC Medical CMC-Medical VELLORE Solved Paper-2011

  • question_answer
    Identify the compound\[Z\]in this reaction sequence. \[C{{H}_{3}}C{{H}_{2}}COOH\xrightarrow[\Delta ]{N{{H}_{3}}}X\xrightarrow{B{{r}_{2}}+KOH}\]\[Y\xrightarrow{HN{{O}_{2}}}Z\]

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

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

    C)  \[C{{H}_{3}}C{{H}_{2}}OH\]       

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

    E)  \[C{{H}_{3}}N{{H}_{2}}\]

    Correct Answer: C

    Solution :

                    \[\underset{propionic\,acid}{\mathop{C{{H}_{3}}C{{H}_{2}}COOH}}\,\xrightarrow[\Delta ]{N{{H}_{3}}}\underset{(X)}{\mathop{\underset{propionamide}{\mathop{C{{H}_{3}}C{{H}_{2}}CON{{H}_{2}}}}\,}}\,\] \[\xrightarrow[\begin{smallmatrix}  (hoffmann\, \\  bromamide\,  \\  reaction) \end{smallmatrix}]{B{{r}_{2}}+KOH}\underset{(Y)}{\mathop{\underset{ethyl\,amine}{\mathop{C{{H}_{3}}C{{H}_{2}}N{{H}_{2}}}}\,}}\,\xrightarrow{HN{{O}_{2}}}\underset{(Z)}{\mathop{\underset{ethyl\,alcohol}{\mathop{C{{H}_{3}}C{{H}_{2}}OH}}\,}}\,\]


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