Dat destroyer ochem

[Dental2000]

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oChem #18 (2010 edtition)

Why is the H from the -OH more acidic than the H attached to the -C=O??

Does the the benzene ring make it more acidic?

 

[Golfguy]

Aldehyde H's aren't acidic.

The electronegative O atom stabilizes the negative charge well for -OH groups.

 

[rpatel8]

For these type of problems, I first obviously look for like carboxy acids to be most acidic proton and if that doesn't work, I look for which proton is connected to a more electronegative atom. The more electronegative, the more acidic I think. Can anyone confirm?

 

[LaughingGas]

I think how the compound would be after proton (H+) is removed. So I compare the conjugate base of each. Which one would be more basic after proton is removed? Whichever is the stronger base, has the weaker conjugate acid.
Hope that makes sense.