NH3+CI- Ph. NaHCO, Amphetamine hydrochloride Sodium bicarbonate + Table 23.2 Acid Strengths, pK, of the Conjugate Acids of Selected Amines Amine Structure pk, of Conjugate Acld Ammonia NH, 9.26 Primary Amines Methylamine CH,NH, 10.64 Ethylamine CH,CH,NH, 10.81 Cyclohexylamine CH,NH, 10.66 Secondary Amines Dimethylamlne (CH),NH 10.73 Diethylamine (CH,CH,),NH 10.98 Tertiary Amines Trimethylamine (CH,),N 9.81 Triethylamine (CH,CH,),N 10.75 Aromatic Amines Aniline -NH, 4.63 4-Methylaniline CH, -NH2 5.08 4-Chloroanline CI- NH2 4.15 4-Nitroanlline O,N- -NH, 1.0 Aromatic Heterocyclic Amines Pyridine 5.25 Imidazole 6.95
NH3+CI- Ph. NaHCO, Amphetamine hydrochloride Sodium bicarbonate + Table 23.2 Acid Strengths, pK, of the Conjugate Acids of Selected Amines Amine Structure pk, of Conjugate Acld Ammonia NH, 9.26 Primary Amines Methylamine CH,NH, 10.64 Ethylamine CH,CH,NH, 10.81 Cyclohexylamine CH,NH, 10.66 Secondary Amines Dimethylamlne (CH),NH 10.73 Diethylamine (CH,CH,),NH 10.98 Tertiary Amines Trimethylamine (CH,),N 9.81 Triethylamine (CH,CH,),N 10.75 Aromatic Amines Aniline -NH, 4.63 4-Methylaniline CH, -NH2 5.08 4-Chloroanline CI- NH2 4.15 4-Nitroanlline O,N- -NH, 1.0 Aromatic Heterocyclic Amines Pyridine 5.25 Imidazole 6.95
Chapter26: Biomolecules: Amino Acids, Peptides, And Proteins
Section26.SE: Something Extra
Problem 33AP
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Complete the following acid-base reactions and predict the direction of equilibrium (to the right or to the left) for each. Justify your prediction by citing values of pKa for the stronger and weaker acid in each equilibrium. For values of acid ionization constants, consult Table 23.2 (Acid Strengths, pKa, of the Conjugate Acids of Selected
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