5. DISSOCIATION OF SH-ACIDS

5.1. Nonconjugated SH-acids

5.1.1. Thiols

5.1.1.1. Monothiols RSH

5.1.1.1.1. R = H, alkyl, alkenyl

5.1.1.1.2. R = functional group

5.1.1.1.2.1. R = -C(O)X

5.1.1.1.2.2. R = -C(S)X

5.1.1.1.2.3. R = -CN

5.1.1.1.2.4. R = -SO₂X

5.1.1.1.2.5. R = -P(S)( -cycle-)

5.1.1.1.3. R = alkyl(alkenyl) substituted by functional group

5.1.1.1.4. R = alkyl(alkenyl) substituted by cycle

5.1.1.1.5. R = (substituted) phenyl

5.1.1.1.6. R = naphthyl

5.1.1.1.7. R = heterocycle

5.1.1.1.7.1. R = monoheterocycle

5.1.1.1.7.2. R = polyheterocycle

5.1.1.1.8. Thiolscompounds possessing another acidic/basic centre

5.1.1.1.8.1. Carboxyalkyl thiols

5.1.1.1.8.2. Aminoalkyl thiols

5.1.1.1.8.3. Carboxyaminoalkyl thiols

5.1.1.2. Bi- and trithiols

5.1.2. Thioamides RC(=S)NHR’ « RC(SH)=NR’

5.1.3. Thiocarbamides R¹R²NC(=S)NHR³ « R¹R²C(SH)=NR³

5.1.3.1. Heterocyclic thiocarbamides R¹R²NC(SH)=NR³ (R = heterocycle)

5.1.3.2. Carboxyalkyl thiocarbamides R¹R²C(SH)=NR³ (R = carboxyalkyl)

5.1.4. Thiocarbamides R¹R²NC(=S)NHR³ « R¹R²C(SH)=NR³

5.1.5. 2,4-dithiobiurets R¹NHC(=S)NHC(=S)NHR² « R¹N=C(SH)NHC(SH)=NR²

5.2. Conjugated SH-acids (S⁺H-acids)

5.2.1. Conjugated acids of sulphides R¹R²S⁺H

5.2.2. Conjugated acids of tertiary arsine sulphides R¹R²R³AsS⁺H

5.2.3. Conjugated acids of thiocarbonyles R¹R²C=S⁺H