MCAT Question of the Day


  • Q:

    The pKa of aniline, or C6H5NH2 is 4.60 while the pKa of benzylamine, or C6H5CH2NH2 is 9.34. Which of the following best explains the disparity in their pKa values?

     

    A

    The larger size of benzylamine increases its pKa.

    B

    The CH2 group has electron-donating properties and separates the amine from the electron-withdrawing benzene ring.

    C

    The CH2 group adds electron-withdrawing characteristics to raise the pKa.

    D

    The difference in steric hindrance between the two is sufficient to explain the difference in pKa.



    Acid/Base Equilibria |
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