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MCAT Question of the Day
Q:
The molecule below is synthesized in a lab. If the four hydrogens (currently bonded to the two sp
3
carbons) were replaced with four fluorines, which of the following best describes the acidity of the new molecule compared to the original?
A
More acidic, since deprotonation would result in a better stabilized conjugate base due to the electronegative fluorines providing an inductive effect
B
Less acidic, since the fluorine atoms provide resonance to the nitrogen atom, allowing for easier deprotonation of its hydrogen
C
More acidic, since the fluorine atoms provide resonance to the nitrogen atom, allowing for easier deprotonation of its hydrogen
D
Less acidic, since deprotonation would result in a better stabilized conjugate base due to the electronegative fluorines providing an inductive effect
Acid/Base Equilibria
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