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- At which pH would the following ionization state of methionine be the the most dominant species in solution? (pKa and pl vales are shown below) 0 H₂N-CH-C 1 2 CH₂ CH₂ S CH3 Methionine pka₁ = 2.28 pka₂ = 9.21 pl = 5.74Malic acid, (HOC)CH2CH(OH)(COH) has two acidic protons. What is the pk, for the following equilibrium? (HO₂C)CH2CH(OH)(CO₂H) + H₂O H3O++ (O₂C)CH2CH(OH)(CO₂H) % speciation 100% 80% 60% 40% -% H₂A % HA -% A²- 20% 0% 1 2 3 4 S 6 7 8 3.40 4.15 5.20 solution pHSubject:
- 20 Arrange these acids according to their expected pKą values. CICH₂CH₂COOH СІСН,СООН Highest pKa Lowest pKa Answer Bank Cl₂CHCOOH CH₂CH₂COOH(i) Draw the dissociation reaction for a carboxylic acid in water and define the Ka for this reaction. Write the equation that relates pKa to Ka. (ii) A deprotonated carboxylic acid can be drawn in two resonance forms. Draw the two forms and explain what the term “resonance” means. (iii) Draw an energy profile for the above dissociation reaction and describe how the profiles for a strong and a weak acid would differ.At what pH will Cl3CCO2H dissociate 50% in water? At what pH will it dissociate 90%? At what pH will it dissociate 10%?
- 6. As the pKa of a proton donor (acid) increases (becomes numerically larger), the nucleophilicity of its conjugate base:Given the Ka values (in parentheses) for the following acids: HSO4– (Ka= 1.2 x 10–2); HNO2 (Ka= 4.0 x 10–4); HC2H3O2 (Ka= 1.8 x 10–5); Calculate Kc values for the following acid-base equilibria: (a) HSO4–(aq) + C2H3O2–(aq) ⇌ HC2H3O2(aq) + SO42–(aq) (b) HC2H3O2(aq) + NO2–(aq) ⇌ HNO2(aq)+ C2H3O2–(aq)3. Which one of the following answers represents the order of increasing bacisity for compounds the box? |(1) CH;CH,ONa (2) (CH),NNa (3) CH;CO,Na 2 (weakest base) < 1 « 3 (strongest base) O 1 weakest base) < 3 < 2 (strongest base) 3 (weakest base) < 2 < 1 (strongest base) 3 (weakest base) < 1 < 2 (strongest base)
- 4. Which molecule has the lowest pKa for the H proton at the very bottom (the H that's in the same spot for all the molecules)? Please explain your reasoning.Molecule A below has a pka of 4.54 and B has a pka of 2.97. i. Which is more acidic? Explain. ii. Use resonance/equilibria structures and explain the difference in pka's. LOH OH A || C-OH B OHAlcohols are weak organic acids, pKa 15–18. The pKa of ethanol, CH3CH2OH, is 15.9. Write equations for the equilibrium reactions of ethanol with each base. Which equilibria lie considerably toward the right? Which lie considerably toward the left? Q.) NH3