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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

Introduction to General, Organic and Biochemistry
Introduction to General, Organic and Biochemistry
11th Edition
ISBN:9781285869759
Author:Frederick A. Bettelheim, William H. Brown, Mary K. Campbell, Shawn O. Farrell, Omar Torres
Publisher:Frederick A. Bettelheim, William H. Brown, Mary K. Campbell, Shawn O. Farrell, Omar Torres
Chapter18: Carboxylic Acids
Section: Chapter Questions
Problem 18.54P
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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 Amines) and Appendix 2 (Acid Ionization Constants for the Major Classes of Organic Acids). Where no ionization constants are given, make the best estimate from the information given in the reference tables and sections.

NH3+CI- Ph. NaHCO, Amphetamine hydrochloride Sodium bicarbonate +
Transcribed Image Text: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
Transcribed Image Text: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
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