DUMET Medical DUMET Medical Solved Paper-2010

  • question_answer
    A hydroxy acid on heating gives a 5-membered lactone. The acid is

    A)  \[C{{H}_{2}}OHC{{H}_{2}}C{{H}_{2}}COOH\]

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

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

    D)  \[C{{H}_{3}}CHOHCHOHCOOH\]

    Correct Answer: A

    Solution :

    \[\gamma \] or \[\delta \]-hydroxy acids, on heating, give lactones, having same number of carbon atoms as the parent acid. Thus, \[\overset{\gamma }{\mathop{C}}\,{{H}_{2}}OH\overset{\beta }{\mathop{C}}\,{{H}_{2}}\overset{\alpha }{\mathop{C}}\,{{H}_{2}}COOH\] gives five membered lactone. \[\underset{\begin{smallmatrix}  | \\  OH \end{smallmatrix}}{\mathop{C}}\,{{H}_{2}}C{{H}_{2}}C{{H}_{2}}\,\underset{\begin{smallmatrix}  | \\  OH \end{smallmatrix}}{\mathop{C}}\,=O\xrightarrow[-{{H}_{2}}O]{\Delta }\]  


You need to login to perform this action.
You will be redirected in 3 sec spinner