Kaplan test 6 Orgo number 14

[2010premed]

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Which of the following compounds is expected to be the most acidic?
A. CF3COOH
B. CH3OH2+
C. NH4+
D. NH3

Ans: B

I had it narrowed down to A and B

 

[Rabolisk]

CH3OH2+ is a very strong acid because it is the conjugate acid of a very very weak base (neutral alcohol). CF3COOH is also pretty strong due to the three fluorine groups, but apparently protonated alcohol is stronger.

http://forums.studentdoctor.net/showthread.php?t=748823

By the way, you should just save all your questions, bundle them up, and email them to me...