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⁻

• A. (i) CH₃CH₂CH₂CH₂O⁻; CH₃CH₂CH₂CH₂O⁻ is less electronegative and more hindered.(ii) Br⁻; Br⁻ is larger and less electronegative than F⁻.
• B. (i) CH₃CH₂CH(CH₃)O⁻; CH₃CH₂CH(CH₃)O⁻ is more sterically hindered.(ii) Br⁻; Br⁻ is smaller and more electronegative than F⁻.
• C. (i) CH₃CH₂CH₂CH₂O⁻; CH₃CH₂CH₂CH₂O⁻ is less sterically hindered.(ii) Br⁻; Br⁻ is larger and less electronegative than F⁻.
• D. (i) CH₃CH₂CH(CH₃)O⁻; CH₃CH₂CH(CH₃)O⁻ is more sterically hindered.(ii) F⁻; F⁻ is smaller and more electronegative than Br⁻.

Answer: (C)