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Alkane

Alkene

Alkyne

Nitrile

Ether

Epoxide

Thiol

Phenol

Carboxylic Acid

Ester

Amide

Aldehyde

Ketone

Alkyl Halide

Alcohol

Amine

Secondary Alkyl Halide

Secondary Alcohol

Secondary Amine

Tertiary Alkyl Halide

Tertiary Alcohol

Tertiary Amine

Benzene/Arene

Pyridine

Vinyl group

Alkyl group

Phenyl group

Benzyl group

Hydrochloric acid pKa =
-7

Hydronium ion pKa =
0

Carboxylic acid pKa =
5

Hydrogen cyanide pKa =
9

Phenol pKa =
10

Thiol pKa =
11

Protonated amine pKa =
11

Water pKa =
14

Aldehyde pKa =
16

Terminal alkyne pKa =
26

Ammonia pKa =
36

Methyl pKa =
60