WCB Quiz: Acid/Bases - Strength and Stability

Assume that each of the following reactants can react with liquid water to form H3O+ and the corresponding negatively charged products.

Reactants: CH4, NH3, H2O, and HF

Products: CH3-, NH2-, HO-, and F-.

Answer questions 1-9 about these reactants and products.

1. Which product is most stable?

a. CH3-

b. NH2-.

c. HO-

d. F- F is most electronegative element, "likes"electrons most; accomodate and stabilize the negative charge

2. Which product is most reactive?

a. CH3- Since the negative is on an element that is not very electronegative

b. NH2-.

c. HO-

d. F-

3. Which product is most basic?

a. CH3- It is most unstable, and hence most likely to act as a proton acceptor to reform CH4

b. NH2-.

c. HO-

d. F-

4. Which product is highest in energy?

a. CH3- Since it is most unstable and reactive

b. NH2-.

c. HO-

d. F-

5. Which product is most likely to be formed?

a. CH3-

b. NH2-.

c. HO-

d. F- again because it is most stable, it is most likely to be formed

6. Which reactant is most acidic?

a. CH4

b. NH3

c. H2O

d. HF because it can form the most stable product

7. For which reactant is the reaction with water least favored?

a. CH4 because it forms the most unstable product

b. NH3

c. H2O

d. HF

8. For which reactant does the reaction with water have the most negative ΔGostab?

a. CH4

b. NH3

c. H2O

d. HF because its reaction with water is most favored from a stability perspective

9. For which reactant does the reaction with water have the lowest pKa?

a. CH4

b. NH3

c. H2O

d. HF because the strongest acid has the lowest pKa

Assume that each of the following reactants can react with liquid water to form H3O+ and the corresponding negatively charged products. Assume the H's in circles are those protons which transfer to water.

Answer questions 10-18 about these reactants and products.

10. The product from which reactant is second to least stable?

a. 1

b. 2

c. 3 Most stable is product from 4 (resonance), then from 2 (- charge on oxygen), then from 3 (- charge on Nitrogen which is less electronegative than O), and finally the least stable product is from 1 (- charge on C).

d. 4

11. The product from which reactant is least reactive?

a. 1

b. 2

c. 3

d. 4 since it is most stable (resonance) and least reactive.

12. The product from which reactant is least basic?

a. 1

b. 2

c. 3

d. 4 since it is least reactive and less likely to accept a proton to return to original acid

13. The product from which reactant is second highest in energy?

a. 1

b. 2

c. 3 See ans to 10 above.

d. 4

14. The product from which reactant is second most likely to be formed?

a. 1 since it is second most stable product

b. 2

c. 3

d. 4

15. Which reactant is second most acidic?

a. 1 since it forms second most stable product

b. 2

c. 3

d. 4

16. For which reactant is the reaction with water lsecond least favored?

a. 1

b. 2

c. 3 since it forms second least stable product

d. 4

17. For which reactant does the reaction with water have the most positive ΔGostab?

a. 1

b. 2 since it forms the least stable product and is least favored in the forward direction

c. 3

d. 4

18. For which reactant does the reaction with water have the second highest pKa?

a. 1

b. 2

c. 3 since this acid forms the second least stable product

d. 4