Which of the following is the stronger nucleophile?

Which of the following species is a stronger nucleophile in a polar protic solvent?

a. F⁻ or I⁻

b. F⁻ or Cl⁻

Arrange the members of each of the following groups from most nucleophilic to least nucleophilic in methanol.

a. NH₂⁻ and PH₂⁻

b. H₂O, H₂S, and H₂Se

Arrange the following anions in decreasing order of their nucleophilicity in methanol.

Using alcohol as the solvent, figure out which compound or ion in each pair is the stronger nucleophile in the S_N2 reaction. Explain your prediction.
(i) (CH₃CH₂)₃N or (CH₃CH₂)₂O
(ii) CH₃CH₂COO⁻ or CH₃CF₂COO⁻

Determine which is the stronger between the given nucleophiles, using alcohol as the solvent, in the S_N2 reaction. Explain.

(i) CH₃CH₂CH(CH₃)O⁻ or CH₃CH₂CH₂CH₂O⁻

(ii) Br⁻ or F⁻