MGIMS WARDHA MGIMS WARDHA Solved Paper-2006

  • question_answer
    Order of hydrolysis for the following: (I)\[RCOCl\]                        (II)\[RCOOR\] (III)\[RCON{{H}_{2}}\]                   (IV)\[{{(RCO)}_{2}}O\]

    A)  I > IV> II > III     

    B)  I > II > III > IV

    C)  I > III > II > IV   

    D)  IV > III > II > I

    Correct Answer: A

    Solution :

                     In acid derivatives acid chlorides is most reactive, it is vigorously hydrolysed by water. \[C{{H}_{3}}COCl+{{H}_{2}}O\xrightarrow{{}}C{{H}_{3}}COOH+HCl\] Acid anhydride is less reactive than acid chlorides. It is hydrolysed slowly by water. \[{{(C{{H}_{3}}CO)}_{2}}O+{{H}_{2}}O\xrightarrow{slow}2C{{H}_{3}}COOH\] The hydrolysis of ethyl acetate in boiling water is slow but in the presence of acid or alkali the reaction is fast. \[C{{H}_{3}}CO-O{{C}_{2}}{{H}_{5}}+{{H}_{2}}OC{{H}_{3}}COOH\]                                                                 \[+{{C}_{2}}{{H}_{5}}OH\] Amides are hydrolysed by water very slowly. \[R-\overset{\begin{smallmatrix}  O \\  || \end{smallmatrix}}{\mathop{C}}\,-N{{H}_{2}}+{{H}_{2}}O\xrightarrow{{{H}^{+}}}R-COOH+N{{H}_{3}}\] Thus, the correct order of hydrolysis is \[RCOCl>{{(RCO)}_{2}}O>RCOOR>RCON{{H}_{2}}\]


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