JEE Main & Advanced Chemistry Organic Chemistry: Some Basic Principles & Techniques Question Bank Classification and nomenclature of organic compounds

  • question_answer Which of the following compounds is not chiral  [AIEEE 2004]

    A) 1-chloro-2-methyl pentane

    B) 2-chloropentane

    C) 1-chloropentane

    D) 3-chloro-2-methyl pentane

    Correct Answer: A

    Solution :

    To be optically active the compound or structure should possess chiral or a symmetric centre but in the rest of the structures it is present. \[\underset{1\text{ chloropentane}}{\mathop{H-\overset{Cl}{\mathop{\overset{|}{\mathop{\underset{H}{\mathop{\underset{|}{\mathop{C}}\,}}\,}}\,}}\,-\overset{H}{\mathop{\overset{|}{\mathop{\underset{H}{\mathop{\underset{|}{\mathop{C}}\,}}\,}}\,}}\,-\overset{H}{\mathop{\overset{|}{\mathop{\underset{H}{\mathop{\underset{|}{\mathop{C}}\,}}\,}}\,}}\,-\overset{H}{\mathop{\overset{|}{\mathop{\underset{H}{\mathop{\underset{|}{\mathop{C}}\,}}\,}}\,}}\,-\overset{H}{\mathop{\overset{|}{\mathop{\underset{H}{\mathop{\underset{|}{\mathop{C}}\,}}\,}}\,}}\,-H}}\,\]    \[\underset{2\text{ chloropentane}}{\mathop{H-\overset{H}{\mathop{\overset{|}{\mathop{\underset{H}{\mathop{\underset{|}{\mathop{C}}\,}}\,}}\,}}\,-\overset{Cl}{\mathop{\overset{|}{\mathop{\underset{H}{\mathop{\underset{|}{\mathop{C}}\,}}\,}}\,}}\,-\overset{H}{\mathop{\overset{|}{\mathop{\underset{H}{\mathop{\underset{|}{\mathop{C}}\,}}\,}}\,}}\,-\overset{H}{\mathop{\overset{|}{\mathop{\underset{H}{\mathop{\underset{|}{\mathop{C}}\,}}\,}}\,}}\,-\overset{H}{\mathop{\overset{|}{\mathop{\underset{H}{\mathop{\underset{|}{\mathop{C}}\,}}\,}}\,}}\,-H}}\,\] \[\underset{1\text{ chloro -2 methyl pentane}}{\mathop{H-\overset{Cl}{\mathop{\overset{|}{\mathop{\underset{H}{\mathop{\underset{|}{\mathop{C}}\,}}\,}}\,}}\,-\overset{C{{H}_{3}}}{\mathop{\overset{|\,\,\,\,\,\,\,\,\,}{\mathop{\underset{H\,\,\,}{\mathop{\underset{|\,\,\,\,\,\,\,}{\mathop{C-}}\,}}\,}}\,}}\,\overset{H}{\mathop{\overset{|}{\mathop{\underset{H}{\mathop{\underset{|}{\mathop{C}}\,}}\,}}\,}}\,-\overset{H}{\mathop{\overset{|}{\mathop{\underset{H}{\mathop{\underset{|}{\mathop{C}}\,}}\,}}\,}}\,-\overset{H}{\mathop{\overset{|}{\mathop{\underset{H}{\mathop{\underset{|}{\mathop{C}}\,}}\,}}\,}}\,-H}}\,\]   \[\underset{3\text{ chloro 2 methyl pentane}}{\mathop{H-\overset{H}{\mathop{\overset{|}{\mathop{\underset{H}{\mathop{\underset{|}{\mathop{C}}\,}}\,}}\,}}\,-\overset{C{{H}_{3}}}{\mathop{\overset{|\,\,\,\,\,\,\,\,\,}{\mathop{\underset{H\,\,\,}{\mathop{\underset{|\,\,\,\,\,\,\,}{\mathop{C-}}\,}}\,}}\,}}\,\overset{Cl}{\mathop{\overset{|}{\mathop{\underset{H}{\mathop{\underset{|}{\mathop{C}}\,}}\,}}\,}}\,-\overset{H}{\mathop{\overset{|}{\mathop{\underset{H}{\mathop{\underset{|}{\mathop{C}}\,}}\,}}\,}}\,-\overset{H}{\mathop{\overset{|}{\mathop{\underset{H}{\mathop{\underset{|}{\mathop{C}}\,}}\,}}\,}}\,-H}}\,\]


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