NEET AIPMT SOLVED PAPER SCREENING 2012

  • question_answer
    Which of the following acids does not exhibit optical isomerism?

    A) Maleic acid      

    B)        \[\text{-}\]amino acids                 

    C) Lactic acid       

    D)        Tartaric acid

    Correct Answer: A

    Solution :

    Only those compounds exhibit optical isomerism, which have chiral centre and/or absence of symmetry elements. (Chiral carbon is the carbon all the four valencies of which are satisfied by four different groups.) \[\underset{\begin{align}   & \,\,\,\,\,\,\,\text{maleic}\,\text{acid} \\  & \text{(no}\,\text{chiral}\,\text{centre,} \\  & \,\,\,\,\text{so,}\,\text{optically} \\  & \,\,\,\,\,\,\,\,\,\,\text{inactive} \\ \end{align}}{\mathop{\underset{\text{CHCOOH}}{\overset{\text{CHCOOH}}{\mathop{\text{ }\!\!|\!\!\text{  }\!\!|\!\!\text{ }}}}\,}}\,\]                           \[\underset{\begin{smallmatrix}  \alpha \text{-amino}\,\text{acids} \\  \text{(one}\,\text{chiral}\,\text{centre}\,  \\  \text{so,}\,\text{opticall}\,\text{active)} \end{smallmatrix}}{\mathop{\underset{\begin{smallmatrix}  | \\  N{{H}_{2}} \end{smallmatrix}}{\mathop{\text{R}-\overset{\text{*}}{\mathop{\text{C}}}\,\text{H}-\text{COOH}}}\,}}\,\] \[\underset{\begin{smallmatrix}  \,\,\,\,\,\,\,\text{lactic}\,\text{acid} \\  \text{(one}\,\text{chiral}\,\text{centre,}  \\  \text{so}\,\,\text{optically}\,\text{active}\, \end{smallmatrix}}{\mathop{\text{C}{{\text{H}}_{\text{3}}}\overset{\text{*}}{\mathop{\text{C}}}\,\text{H(OH)COOH}}}\,\]                \[\underset{\begin{smallmatrix}  \,\,\,\,\,\,\,\text{tartaric}\,\text{acid} \\  \text{(two}\,\text{chiral}\,\text{carbon,}  \\  \text{so}\,\text{optically}\,\text{active)}\, \end{smallmatrix}}{\mathop{\underset{\begin{smallmatrix}  \text{ }\!\!|\!\!\text{ } \\  \text{*}\overset{{}}{\mathop{\text{C}}}\,\text{H(OH)COOH} \end{smallmatrix}}{\mathop{\text{*}\overset{{}}{\mathop{\text{C}}}\,\text{H(OH)COOH}}}\,}}\,\] Thus, maleic acid does not exhibit optical isomerism.                                          Note If R = H, the a-amino acid is achiral.


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