Professional Documents
Culture Documents
Pka Chart
Pka Chart
pKa chart of the functional groups: values to know
1. Protonated carbonyl pKa = ‐7 Other important pKa’s
2. Protonated alcohol or ether pKa = ‐2 to ‐3 H2 = 35
3. Carboxylic acid pKa = 4‐5
4. Ammonium ion pKa = 9‐10
5. Phenol pKa = 10
6. Thiol pKa = 10
7. Alcohol pKa = 16‐18
8. Water pKa = 15.7
9. Amide pKa = 18
10. Alpha proton of ketone/aldehyde pKa = 20
11. Alpha proton of ester pKa = 25
12. Terminal alkyne pKa = 25
13. Amine pKa = 38‐40
14. Aromatic: Aryl 43, benzylic 41
15. Alkene: vinyl 45‐50; allylic 43
16. Alkane pKa = above 50
Examples:
-7
-2 to -3 -2 to -3
OH O
H
O OH2 4-5
OH
H2
OH SH 10
N
10
9-10
16-18
OH
O O
18 20
NH2 CH3
H
O 25 38-40
H H N
25
O
43
41 45-50 above 50
H
H (vinyl)
H (aryl) H
(allylic)
(benzylic)
H
43