Test Bank for Organic Chemistry 5th Edition Brown Foote Iverson

Anslyn 0495388572 9780495388579

Full download link at:
Test bank: https://testbankpack.com/p/test-bank-for-organic-chemistry-5th-edition-brown-foote-
iverson-anslyn-0495388572-9780495388579/

CHAPTER 4--ACIDS AND BASES

Student: ___________________________________________________________________________

1. The pKa of HCl is -7. What is the value of the equilibrium constant, Keq, for the following equilibrium? [The
concentration of water in a dilute aqueous solution is 55 M]

A. 1.8 ´ 105
B. 385
C. 1.8 ´ 10-5
D. -1.8 ´ 105

2. The pKa of acetic acid, CH3COOH, is 4.76. What is the value of the equilibrium constant Keq, for the
following equilibrium? [The concentration of water in a dilute aqueous solution is 55 M]

A. 3.2 ´ 107
B. -3.2 ´ 10-7
C. -3.2 ´ 107
D. 3.2 ´ 10-7

3. Which of the following is the correct order of decreasing basicity (stronger base > weaker base)?
A. NH3 > MeNH2 > H2O > HF
B. MeNH2 > NH3 > MeOH > CH4
C. NH3 > Me3N > H2O > MeOH
D. CH3COONa > NaOH > NaOMe > NaNMe2
4. Which of the following is the strongest acid?
A. CH3CH3
B. CH3NH2
C. CH3OH
D. CH3F

5. Which of the following is the strongest acid?

A. HCl
B. HI
C. HF
D. HBr

6. Which of the following is the strongest acid?

A. CH4
B. CH3CH3
C. CH2=CH2
D. HCºCH

7. Which of the following is the strongest acid?

A. CH3OH
B. CH3CHO
C. CH3COCH3
D. CH3COOH

8. Which of the following is the strongest acid?

A. CH3NH2
B. CH3PH2
C. CH3OH
D. CH3SH

9. Which of the following compounds is the strongest acid?

A. HF
B. H2O
C. NH3
D. CH4
10. Which of the following compounds is the strongest acid?
A. CH3OCH3
B. CH3CH2OH
C. CH3CHO
D. CH3CO2H

11. Which of the following compounds is the strongest acid?

A. CH3COOH
B. ClCH2COOH
C. CH3CH2OH
D. ClCH2CH2OH

12. Which of the following compounds is the strongest acid?

A. CH3COOH
B. FCH2COOH
C. ClCH2COOH
D. BrCH2COOH

13. Which of the following compounds is the strongest acid?

A. CH4
B. CH3CH3
C. H2C=CH2
D. HCºCH

14. Which of the following compounds is the strongest acid?

A. CF3OH
B. CF3CH2 CH2OH
C. CF3CH2 CH2 CH2OH
D. CF3CH2 CH2 CH2CH2OH

15. Which of the following compounds is the strongest acid?

A. CH3CH2CH2COOH
B. CH3CH2CHClCOOH
C. CH3CHClCH2COOH
D. ClCH2CH2CH2COOH
16. Which of the following is the strongest base?
A. NaOH
B. NaCO3
C. H2O
D. CH3OH

17. Which of the following is the strongest base?

A. iodide anion, I-
B. fluoride anion, F-
C. bromide anion, Br-
D. chloride anion, Cl-

18. Which of the following anions is the strongest base?

A. CH3COO-
B. HO-
C. NH2-
D. Cl-

19. Which of the following anions is the strongest base?

A. NH2-
B. NH3
C. CH3CH=N-
D. CH3CºN

20. Which of the following compounds has the highest pKa?

A. SiH4
B. H2S
C. PH3
D. HCl

21. Which of the following compounds has the highest pKa?

A. NH3
B. H2O
C. HCl
D. CH4
22. Which of the following compounds has the lowest pKa?
A. H2O
B. HBr
C. NH3
D. CH4

23. Which of the following compounds has the lowest pKa?

A. H2O
B. H2S
C. H2Se
D. H2Te

24. Which of the following is present in the highest concentration upon dissolution of H2SO4 in water?
A. H2SO4
B. H+
C. H3O+
D. HO-

25. Which of the following is present in the highest concentration upon dissolution of acetic acid in water?
A. OH-
B. H3O+
C. CH3COOH
D. CH3COOH+

26. Which of the following terms describes the reactivity of boron tribromide, BBr3?
A. Brønsted-Lowry acid and Lewis acid
B. Brønsted-Lowry base and Lewis base
C. Lewis acid and not a Brønsted-Lowry acid
D. Lewis base and not a Brønsted-Lowry base

27. Which of the following terms describes the reactivity of trimethylamine, (CH3)3N?
A. Brønsted-Lowry acid and Lewis acid
B. Brønsted-Lowry base and Lewis base
C. Lewis acid and not a Brønsted-Lowry acid
D. Lewis base and not a Brønsted-Lowry base
28. Which set of curved arrows accounts for the deprotonation of an acid (A-H) by a base (:B)?

A. 1
B. 2
C. 3
D. 4

29. Which sets of curved arrows accounts for the protonation of propene with HI?

A. 1
B. 2
C. 3
D. 4

30. Which of the following terms describes the role of ethene in the acid-base reaction shown?

A. Brønsted-Lowry acid
B. Brønsted-Lowry base
C. Lewis acid
D. Lewis base
31. Which of the following terms describes the role of ethanol in the acid-base reaction shown?

A. Brønsted-Lowry acid
B. Brønsted-Lowry base
C. Lewis acid
D. Lewis base

32. Which of the following terms describes the role of ethanol in the acid-base reaction shown?

A. Brønsted-Lowry acid
B. Brønsted-Lowry base
C. Lewis acid
D. Lewis base

33. Which of the following terms describes the role of ethyne in the acid-base reaction shown?

A. Brønsted-Lowry acid
B. Brønsted-Lowry base
C. Lewis acid
D. Lewis base

34. Which species is the conjugate acid in the following acid-base reaction?

A. 1
B. 2
C. 3
D. 4
35. Which species is the conjugate acid in the following acid-base reaction?

A. 1
B. 2
C. 3
D. 4

36. What is the value of the equilibrium constant, Keq, for the following reaction?

A. 1013
B. 10-13
C. 13
D. 1/13

37. What is the value of the equilibrium constant, Keq, for the following reaction?

A. 109
B. 10-9
C. 9
D. 1/9

38. Which of the following is a Lewis acid but not a Brønsted-Lowry acid?
A. CH3COOH
B. AlCl3
C. H2O
D. CH3OH
39. Which of the following is a feature of a Lewis acid?
A. proton donor
B. proton acceptor
C. electron pair donor
D. electron pair acceptor

40. Which of the following is a feature of a Lewis base?

A. proton donor
B. proton acceptor
C. electron pair donor
D. electron pair acceptor

41. Which of the following is a feature of a Brønsted-Lowry acid?

A. proton donor
B. proton acceptor
C. electron pair donor
D. electron pair acceptor

42. Which of the following is a feature of a Brønsted-Lowry base?

A. proton donor
B. proton acceptor
C. electron pair donor
D. electron pair acceptor

43. Which of the following has the highest bond dissociation energy?
A. HF
B. HCl
C. HBr
D. HI

44. Which of the following concepts can be used to rationalize the observation that acetic acid is a stronger acid
than methanol?
A. electronegativity
B. resonance
C. valence shell electron pair repulsion theory
D. Pauli exclusion principle
45. Which atom in the following structure is preferentially protonated by a strong acid?

A. i
B. ii
C. iii
D. iv

46. What is the approximate pKa value of HCl?

A. -7
B. 5
C. 16
D. 51

47. What is the approximate pKa value of acetic acid?

A. -7
B. 5
C. 16
D. 51

48. Which of the following has a pKa value of approximately 16?

A. HBr
B. CH3COOH
C. CH3CH2OH
D. HCºCH

49. Which of the following has a pKa value of approximately 25?

A. CH3CH3
B. CH2=CH2
C. HCºCH
D. CH3CH2OH
50. Which of the following statements is not true?
A. The position of the equilibrium for an exergonic reaction favors products
B. The products of an exergonic reaction have a higher Gibbs free energy than the reactants.
C. The equilibrium constant of a reaction for which DG = 0 is 1.
D. DG = DH - TDS

51. Which of the following equations is correct?

A. DG = DH - TDS
B. DH = DG - TDS
C. DG = DH - DS
D. DG = DH - DS/T

52. Which of the following energy diagrams represents the fastest reaction?

A. 1
B. 2
C. 3
D. 4
53. Which of the following energy diagrams represents the slowest reaction?

A. 1
B. 2
C. 3
D. 4

54. Which of the following is a definition of the rate-determining step of a reaction mechanism?
A. the first step
B. the last step
C. the step that crosses the highest energy barrier
D. the most exothermic step

55. Which of the following is a definition of the activation energy of a reaction?

A. the difference in Gibbs free energy between the reactants and the transition state
B. the difference in Gibbs free energy between the reactants and the intermediate
C. the difference in Gibbs free energy between the reactants and the product
D. the difference in Gibbs free energy between the transition state and the product

56. Under which of the following conditions will a reaction be spontaneous when DH > 0?
A. TDS = 0
B. -TDS > DH
C. TDS < 0
D. DG = 0
57. Which of the following energy diagrams best represents the changes in energy during addition of HBr to an
alkene?

A. 1
B. 2
C. 3
D. 4
CHAPTER 4--ACIDS AND BASES Key

1. The pKa of HCl is -7. What is the value of the equilibrium constant, Keq, for the following equilibrium? [The
concentration of water in a dilute aqueous solution is 55 M]

A. 1.8 ´ 105
B. 385
C. 1.8 ´ 10-5
D. -1.8 ´ 105

2. The pKa of acetic acid, CH3COOH, is 4.76. What is the value of the equilibrium constant Keq, for the
following equilibrium? [The concentration of water in a dilute aqueous solution is 55 M]

A. 3.2 ´ 107
B. -3.2 ´ 10-7
C. -3.2 ´ 107
D. 3.2 ´ 10-7

3. Which of the following is the correct order of decreasing basicity (stronger base > weaker base)?
A. NH3 > MeNH2 > H2O > HF
B. MeNH2 > NH3 > MeOH > CH4
C. NH3 > Me3N > H2O > MeOH
D. CH3COONa > NaOH > NaOMe > NaNMe2

4. Which of the following is the strongest acid?

A. CH3CH3
B. CH3NH2
C. CH3OH
D. CH3F
5. Which of the following is the strongest acid?
A. HCl
B. HI
C. HF
D. HBr

6. Which of the following is the strongest acid?

A. CH4
B. CH3CH3
C. CH2=CH2
D. HCºCH

7. Which of the following is the strongest acid?

A. CH3OH
B. CH3CHO
C. CH3COCH3
D. CH3COOH

8. Which of the following is the strongest acid?

A. CH3NH2
B. CH3PH2
C. CH3OH
D. CH3SH

9. Which of the following compounds is the strongest acid?

A. HF
B. H2O
C. NH3
D. CH4

10. Which of the following compounds is the strongest acid?

A. CH3OCH3
B. CH3CH2OH
C. CH3CHO
D. CH3CO2H
11. Which of the following compounds is the strongest acid?
A. CH3COOH
B. ClCH2COOH
C. CH3CH2OH
D. ClCH2CH2OH

12. Which of the following compounds is the strongest acid?

A. CH3COOH
B. FCH2COOH
C. ClCH2COOH
D. BrCH2COOH

13. Which of the following compounds is the strongest acid?

A. CH4
B. CH3CH3
C. H2C=CH2
D. HCºCH

14. Which of the following compounds is the strongest acid?

A. CF3OH
B. CF3CH2 CH2OH
C. CF3CH2 CH2 CH2OH
D. CF3CH2 CH2 CH2CH2OH

15. Which of the following compounds is the strongest acid?

A. CH3CH2CH2COOH
B. CH3CH2CHClCOOH
C. CH3CHClCH2COOH
D. ClCH2CH2CH2COOH

16. Which of the following is the strongest base?

A. NaOH
B. NaCO3
C. H2O
D. CH3OH
17. Which of the following is the strongest base?
A. iodide anion, I-
B. fluoride anion, F-
C. bromide anion, Br-
D. chloride anion, Cl-

18. Which of the following anions is the strongest base?

A. CH3COO-
B. HO-
C. NH2-
D. Cl-

19. Which of the following anions is the strongest base?

A. NH2-
B. NH3
C. CH3CH=N-
D. CH3CºN

20. Which of the following compounds has the highest pKa?

A. SiH4
B. H2S
C. PH3
D. HCl

21. Which of the following compounds has the highest pKa?

A. NH3
B. H2O
C. HCl
D. CH4

22. Which of the following compounds has the lowest pKa?

A. H2O
B. HBr
C. NH3
D. CH4
23. Which of the following compounds has the lowest pKa?
A. H2O
B. H2S
C. H2Se
D. H2Te

24. Which of the following is present in the highest concentration upon dissolution of H2SO4 in water?
A. H2SO4
B. H+
C. H3O+
D. HO-

25. Which of the following is present in the highest concentration upon dissolution of acetic acid in water?
A. OH-
B. H3O+
C. CH3COOH
D. CH3COOH+

26. Which of the following terms describes the reactivity of boron tribromide, BBr3?
A. Brønsted-Lowry acid and Lewis acid
B. Brønsted-Lowry base and Lewis base
C. Lewis acid and not a Brønsted-Lowry acid
D. Lewis base and not a Brønsted-Lowry base

27. Which of the following terms describes the reactivity of trimethylamine, (CH3)3N?
A. Brønsted-Lowry acid and Lewis acid
B. Brønsted-Lowry base and Lewis base
C. Lewis acid and not a Brønsted-Lowry acid
D. Lewis base and not a Brønsted-Lowry base
28. Which set of curved arrows accounts for the deprotonation of an acid (A-H) by a base (:B)?

A. 1
B. 2
C. 3
D. 4

29. Which sets of curved arrows accounts for the protonation of propene with HI?

A. 1
B. 2
C. 3
D. 4

30. Which of the following terms describes the role of ethene in the acid-base reaction shown?

A. Brønsted-Lowry acid
B. Brønsted-Lowry base
C. Lewis acid
D. Lewis base
31. Which of the following terms describes the role of ethanol in the acid-base reaction shown?

A. Brønsted-Lowry acid
B. Brønsted-Lowry base
C. Lewis acid
D. Lewis base

32. Which of the following terms describes the role of ethanol in the acid-base reaction shown?

A. Brønsted-Lowry acid
B. Brønsted-Lowry base
C. Lewis acid
D. Lewis base

33. Which of the following terms describes the role of ethyne in the acid-base reaction shown?

A. Brønsted-Lowry acid
B. Brønsted-Lowry base
C. Lewis acid
D. Lewis base

34. Which species is the conjugate acid in the following acid-base reaction?

A. 1
B. 2
C. 3
D. 4
35. Which species is the conjugate acid in the following acid-base reaction?

A. 1
B. 2
C. 3
D. 4

36. What is the value of the equilibrium constant, Keq, for the following reaction?

A. 1013
B. 10-13
C. 13
D. 1/13

37. What is the value of the equilibrium constant, Keq, for the following reaction?

A. 109
B. 10-9
C. 9
D. 1/9

38. Which of the following is a Lewis acid but not a Brønsted-Lowry acid?
A. CH3COOH
B. AlCl3
C. H2O
D. CH3OH
39. Which of the following is a feature of a Lewis acid?
A. proton donor
B. proton acceptor
C. electron pair donor
D. electron pair acceptor

40. Which of the following is a feature of a Lewis base?

A. proton donor
B. proton acceptor
C. electron pair donor
D. electron pair acceptor

41. Which of the following is a feature of a Brønsted-Lowry acid?

A. proton donor
B. proton acceptor
C. electron pair donor
D. electron pair acceptor

42. Which of the following is a feature of a Brønsted-Lowry base?

A. proton donor
B. proton acceptor
C. electron pair donor
D. electron pair acceptor

43. Which of the following has the highest bond dissociation energy?
A. HF
B. HCl
C. HBr
D. HI

44. Which of the following concepts can be used to rationalize the observation that acetic acid is a stronger acid
than methanol?
A. electronegativity
B. resonance
C. valence shell electron pair repulsion theory
D. Pauli exclusion principle
45. Which atom in the following structure is preferentially protonated by a strong acid?

A. i
B. ii
C. iii
D. iv

46. What is the approximate pKa value of HCl?

A. -7
B. 5
C. 16
D. 51

47. What is the approximate pKa value of acetic acid?

A. -7
B. 5
C. 16
D. 51

48. Which of the following has a pKa value of approximately 16?

A. HBr
B. CH3COOH
C. CH3CH2OH
D. HCºCH

49. Which of the following has a pKa value of approximately 25?

A. CH3CH3
B. CH2=CH2
C. HCºCH
D. CH3CH2OH
50. Which of the following statements is not true?
A. The position of the equilibrium for an exergonic reaction favors products
B. The products of an exergonic reaction have a higher Gibbs free energy than the reactants.
C. The equilibrium constant of a reaction for which DG = 0 is 1.
D. DG = DH - TDS

51. Which of the following equations is correct?

A. DG = DH - TDS
B. DH = DG - TDS
C. DG = DH - DS
D. DG = DH - DS/T

52. Which of the following energy diagrams represents the fastest reaction?

A. 1
B. 2
C. 3
D. 4
53. Which of the following energy diagrams represents the slowest reaction?

A. 1
B. 2
C. 3
D. 4

54. Which of the following is a definition of the rate-determining step of a reaction mechanism?
A. the first step
B. the last step
C. the step that crosses the highest energy barrier
D. the most exothermic step

55. Which of the following is a definition of the activation energy of a reaction?

A. the difference in Gibbs free energy between the reactants and the transition state
B. the difference in Gibbs free energy between the reactants and the intermediate
C. the difference in Gibbs free energy between the reactants and the product
D. the difference in Gibbs free energy between the transition state and the product

56. Under which of the following conditions will a reaction be spontaneous when DH > 0?
A. TDS = 0
B. -TDS > DH
C. TDS < 0
D. DG = 0
57. Which of the following energy diagrams best represents the changes in energy during addition of HBr to an
alkene?

A. 1
B. 2
C. 3
D. 4