pKa Values

carboxylic acid

2.5-5

b-dicarbonyl

4.5-8.5

sulfonamides

4.5-11.5

sulfonylureas

5-6

tetrazole

4.5-6

phenol

9-10

sulfates

1-2

phosphates

1st H: 1.5-2.5
2nd H: 6.5-7.5

aliphatic & alicyclic amines

9-10

aromatic amines

2-5

imines

3-5

hydrazines

7.5-8.5

amidines

10-11

guanidines

12-13

aromatic heterocyclic N atoms

1-5