Polarity Question

[Renaissance Man]

I know this is sort of basic, but I can't reason my way through it. Basically, which is more polar: acetone, or 2-propanol? I know that the alcohol can hydrogen bond but doesn't the acetone exist as an enolate sometimes (ie, the oxygen has a negative charge)?

Also -OH groups are electron donating groups, and carbonyls are electron withdrawing groups so wouldn't this make a acetone molecule more polar?

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[justhanging]

I know this is sort of basic, but I can't reason my way through it. Basically, which is more polar: acetone, or 2-propanol? I know that the alcohol can hydrogen bond but doesn't the acetone exist as an enolate sometimes (ie, the oxygen has a negative charge)?

Also -OH groups are electron donating groups, and carbonyls are electron withdrawing groups so wouldn't this make a acetone molecule more polar?

Am pretty sure that propanol is more polar because I had a question like in a practice exam, am not exactly sure why but it might have to do with the fact that in one the oxygen is bonded to a carbon and the other is bonded to an hydrogen. Since hydrogen is less electronegative than carbon their is more charge seperation, thus more polar. One thing am sure about though is that the enolate only exists in basic media so you shouldn't take that into account otherwise I would definitely say that the enolate is more polar than the alcohol.

 

[ThirdEye]

Propanol is more polare because it's a single bond. Acetone, having a double bond, is allowing the electron density of the O to be shared more by C.