DUMET Medical DUMET Medical Solved Paper-2008

  • question_answer
    \[C{{H}_{3}}C{{H}_{2}}C{{H}_{2}}C{{H}_{2}}C{{H}_{2}}COOH\xrightarrow{{}}\] \[C{{H}_{3}}C{{H}_{2}}C{{H}_{2}}C{{H}_{2}}-\overset{\begin{smallmatrix}  N{{H}_{2}} \\  | \end{smallmatrix}}{\mathop{C}}\,H-COOH\] the reagents used in the conversion are

    A)  (i) \[PB{{r}_{3}}/\](ii) \[N{{H}_{3}}\]

    B)  (i) red P, \[B{{r}_{2}}/\](ii) \[N{{H}_{3}}\] (excess)

    C)  (i) \[PB{{r}_{3}},NaCN/\] (ii) \[LiAl{{H}_{4}}\]

    D)  None of the above

    Correct Answer: B

    Solution :

    Hell-Volhard-Zelinsky Reaction-(HV reaction) In this reaction, \[\alpha \]-bromo or chloro acids are prepared by the reaction of carboxylic acid with bromine or chlorine in presence of small amount of red phosphorus. \[C{{H}_{3}}C{{H}_{2}}C{{H}_{2}}C{{H}_{2}}C{{H}_{2}}COOH\xrightarrow[HVZ\,\,reaction]{+B{{r}_{2}}/red\,\,P}\] \[C{{H}_{3}}C{{H}_{2}}C{{H}_{2}}C{{H}_{2}}\overset{\begin{smallmatrix}  Br \\  | \end{smallmatrix}}{\mathop{C}}\,HCOOH\] \[C{{H}_{3}}C{{H}_{2}}C{{H}_{2}}C{{H}_{2}}\overset{\begin{smallmatrix}  Br \\  | \end{smallmatrix}}{\mathop{C}}\,HCOOH\xrightarrow{+N{{H}_{3}}(excess)}\]          \[C{{H}_{3}}C{{H}_{2}}C{{H}_{2}}C{{H}_{2}}-\overset{\begin{smallmatrix}  N{{H}_{2}} \\  | \end{smallmatrix}}{\mathop{C}}\,H-COOH\] Therefore, red P, \[B{{r}_{2}}/N{{H}_{3}}\] (excess) are the reagents, used for the given conversion.


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