I read that alcohol is the most basic among alcohol, ether, aldehyde and ketone.
I am curious about the reason and I found the pKa of their conjugate acids: pKa of conjugate acids

It makes me wonder: why is the ethanol conjugate acid less acidic? And I read this: Why is dimethyloxonium cation stronger acid than hydronium?
I then thought that the number of hydrogen bondings could be the reason why ethanol conjugate acid is more stable(thus less acidic).
But I still can't come up with a reason why acetone conjugate acid is more acidic.
So my questions are -
(1) why is acetone conjugate acid more acidic?
(2) Is there any book I can read about this kind of knowledge systematically? I mean like what they have about nucleophilicity in organic chemistry textbooks.



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