CMC Medical CMC-Medical VELLORE Solved Paper-2011

  • question_answer
    Which of the following is a better reducing I agent for the following reduction? \[RCOOH\xrightarrow{{}}RC{{H}_{2}}OH\]

    A)  \[SnC{{l}_{2}}/HCl\]

    B)  \[NaB{{H}_{4}}/ether\]               

    C)  \[{{H}_{2}}/Pd\]

    D)  \[{{N}_{2}}{{H}_{4}}/{{C}_{2}}{{H}_{5}}ONa\]

    E)  \[{{B}_{2}}{{H}_{6}}/{{H}_{3}}{{O}^{+}}\]

    Correct Answer: E

    Solution :

                    Carboxylic acids when treated with either diborane or LAH, get reduced to primary alcohols. Diborane is a better reagent than LAH for such conversion, as it does not affect other functional groups such as ester, nitro, halo etc. \[R-COOH+{{B}_{2}}{{H}_{3}}\xrightarrow[{{H}_{3}}{{O}^{+}}]{}R-C{{H}_{2}}OH\]


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