JAMIA MILLIA ISLAMIA Jamia Millia Islamia Solved Paper-2007

  • question_answer
        Which of the following will have a meso-isomer also?

    A)  2-chlorobutane

    B)  2,3-dichlorobufane

    C)  2,3-dichloropentane

    D)  2-hydroxypropanoic acid

    Correct Answer: B

    Solution :

    (a) \[C{{H}_{3}}\underset{\begin{smallmatrix}  | \\  Cl \end{smallmatrix}}{\mathop{\overset{*}{\mathop{C}}\,H}}\,C{{H}_{2}}C{{H}_{3}}\] One asymmetric carbon atom, forms\[d-\]and \[l-\]optical isomers. (b) Two asymmetric carbon atoms, forms \[d-,l-\]and meso forms.  (c)\[C{{H}_{3}}-\underset{\begin{smallmatrix}  | \\  Cl \end{smallmatrix}}{\overset{*}{\mathop{CH}}}\,-\underset{\begin{smallmatrix}  | \\  Cl \end{smallmatrix}}{\overset{*}{\mathop{CH}}}\,-C{{H}_{2}}C{{H}_{3}}\] Two asymmetric carbon atoms but does not have symmetry. Hence, meso form is not formed.  (d)\[C{{H}_{3}}-\underset{\begin{smallmatrix}  | \\  OH \end{smallmatrix}}{\overset{*}{\mathop{CH}}}\,-COOH\] One asymmetric carbon atom, meso form is not formed.


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