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alkane (sp3)
50-60

alkene sp2 or arene sp2
45

allylic or benzylic
40-42

amine
38-40

hydrogen
35

terminal alkyne (sp)
25

alpha to ester
25

alpha to ketone or aldehyde
18-20

alcohols
16-18

water
15.7 or 16

protonated amines or ammonium
10

phenol
10

thiol
10

carboxylic acid
5

protonated ether/alcohol or hydronium
0

protonated carbonyl
-7

inorganic acids
-3 to -9