CHEM1102 Worksheet 8 – Answers to Critical Thinking Questions The worksheets are available in the tutorials and form an integral part of the learning outcomes and experience for this unit. Model 1: pH pH 0.50 1.50 2.50 3.50 4.50 5.50 5.75 [H3O+(aq)] 3.2 × 10‐1 3.2 × 10‐2 3.2 × 10‐3 3.2 × 10‐4 3.2 × 10‐5 3.2 × 10‐6 1.8 × 10‐6 1. 2. The part of the pH value before the decimal point affects the exponent (i.e. the position of the decimal point). 3. The part of the pH value after the decimal point affects the coefficient (i.e. the numerical value). Model 2: Strong and Weak Acids 1. The major species present are H3O+(aq), Cl-(aq) and H2O(l). There is essentially no “HCl(aq)”. 2. The major species present are CH3COOH(aq) and H2O(l). The percentage ionization is very small and there is very little H3O+(aq), CH3COO-(aq). 3. CH3COO-(aq) is the dominant species only at high pH. 4. H3O+(aq) + CH3COO(aq) CH3COOH(aq) + H2O(l) Ka = 5. The major species present are CH3NH2(aq) and H2O(l). 6. CH3NH3+(aq) is the dominant species only at low pH. 7. (a) Aspirin is absorbed in the stomach. In the intestine, it is deprotonated. (b) Amphetamine is absorbed in the intestine. In the stomach, it is protonated. Model 3: Conjugate Pairs 1. (a) OH- (b) H 3O + 2. (a) CH3COO- (b) NH3 (c) CH3NH2 3. (a) H3S+ (b) H 2S (c) HS– Model 4: A Solution Containing a Weak Acid 1. [CH3COOH(aq)]initial = 2.0 M and [CH3COOH(aq)]equilibrium = 2.0 – x. The small x approximation corresponds to the approximation: CH3COOH(aq)] equilibrium = [CH3COOH(aq)] initial HA HA 2. x= 3. (a) pH = 2.229, % dissociation = 0.295 (c) pH = 2.531, % dissociation = 0.590 (b) pH = 2.380, % dissociation = 0.417 (d) pH = 2.681. % dissociation = 0.834 or pH = -log10( Acids and Bases See below. percentage dissociation 4. 1 0.9 0.8 0.7 0.6 0.5 0.4 0.3 0.2 0.1 0 0 0.2 0.4 0.6 0.8 1 concentration of acetic acid (M) The major species present H2O(l) and CH3COOH(aq). The amount of dissociation is very small (< 1%) and so the amount of CH3COO-(aq) and H3O+(aq) is tiny. 5. The degree of dissociation increases as the weak acid is diluted, even though the amount of dissociated acid decreases. Acids and Bases CHEM1102 2008-J-10 June 2008 Marks The structure of methyl 4-aminobenzoate, (E), is given below. 5 O (E) O b H2N a Give the structure(s) of all organic products formed when compound (E) is treated with the following reagents. If no reaction occurs, write “NO REACTION”. cold HCl (1 M) No hydrolysis of the ester under these conditions. The amine group will be protonated by the strong acid. O O H3N hot NaOH (4 M) Treatment with base will lead to hydrolysis of the ester. In the basic solution, the carboxylic acid will be deprotonated and the amine will not be protonated. O O + CH3OH H2N hot HCl (4 M) Hydrolysis of ester. In acidic conditions, the carboxylic acid will not be deprotonated and the amine group will be protonated. O OH + CH3OH H3N
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