MCAT Question of the Day
    •

    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



    Acid/Base Equilibria | Alcohols |
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