Organic Chemistry

Dr. Brian Pagenkopf 


 

 

The following table lists the pka of compounds we commonly use in class.  If you memorize this table, it will make understanding more of organic chemistry easier.

 

Important pKa values to know for Organic Chemistry

Alkanes

51

Amines

33-35

Esters

23-25

Ketones and aldehydes

18-20

Alcohols

15-19

Water

15.7

b-Ketoesters

11

b-Diketones

10

Carboxylic acids

3-5

 

Why are the b-Ketoesters and b-Diketones so much more acidic than their ketone and ester counterparts?  Resonance stabilization. 

 

 

 

Note how the negative charge is spread evenly over both carbonyls: