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Functional Groups of Interest

Nonpolar

Alkane Alkene Alkyne Benzene
\(pK_a=50\) \(pK_a=44\) \(pK_a=25\)

Polar - Benzene

Phenol Aniline Toluene
\(pK_a=9.98\) \(pK_b=9.37\)

Polar - OX

Alcohol Ether Ketone Aldehyde Carboxylic Acid Acid Anhydride Ester Acyl Halide
\(pK_a=16\) pK_a=4.8
\(1^\circ\)
\(2^\circ\)
\(3^\circ\)

Polar - N

Amine Azo Compound
\(pK_a=38\)
\(1^\circ\)
\(2^\circ\)
\(3^\circ\)
\(4^\circ\)

Polar - O/N

Amide Nitro Imide Isocyanate

Polar - Other

Alkyl Halide Sulfhydryl/Thiol Disulfide
\(pK_a=−7\) \(pK_a=7\)