CET Karnataka Medical CET - Karnataka Medical Solved Paper-2006

  • question_answer
    The basicity of aniline is less than that of cyclohexylamine. This is due to:

    A)  \[+R-effect\]of \[-N{{H}_{2}}\] group

    B)  \[-I\,effect\] of  \[-N{{H}_{2}}\] group

    C)  \[-\operatorname{Re}\,effect\]of \[-N{{H}_{2}}\] group

    D)  hyper conjugation effect

    Correct Answer: A

    Solution :

    \[-N{{H}_{2}}\] has \[+R\] effect, it donates electrons to the benzene ring. As a result, the lone pair of electron on the N-atom gets delocalized over the benzene ring and thus it is less readily available for protonation. Hence, aniline is a weaker base than cyclohexylamine.


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