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Pka values for common functional groups.
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C(sp3)—H
50

C(sp2)—H
44

Amine
38

H2
35

C(sp)—H
25

α to carbonyl
19

alcohol
16

water
16

phenol O—H
10

thiol
10

ammonium(N—H)
9

1,3-diketone
9

carboxylic acid
5

Trifluoracetic acid
0

Hydronium
-2

Hydrochloric acid
-7