Apr '15
15
MCAT Question of the Day | MCAT Course


  • Q:

    Given the two similar molecules below, which will have the lower pka after deprotonation of the alcohol group and why?



     

    A

    The left molecule because the carbon stabilizes the conjugate base better than the nitrogen group

    B

    The left molecule because the nitrogen group is electron-withdrawing, which stabilizes the negatively charged conjugate base

    C

    The right molecule because the nitrogen group will accept a proton, stabilizing the conjugate base

    D

    The right molecule because the nitrogen group is electron-withdrawing, which stabilizes the negatively charged conjugate base




    Tags: Acid/Base Equilibria | Alcohols | Suggest a tag
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