determine-which-is-the-stronger-between-the-given-nucleophiles-using-alcohol-as-

Question

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⁻

Accepted Answer

(i) CH₃CH₂CH₂CH₂O⁻; CH₃CH₂CH₂CH₂O⁻ is less sterically hindered.

(ii) Br⁻; Br⁻ is larger and less electronegative than F⁻.

Answer

(i) CH₃CH₂CH₂CH₂O⁻; CH₃CH₂CH₂CH₂O⁻ is less electronegative and more hindered.

(ii) Br⁻; Br⁻ is larger and less electronegative than F⁻.

Answer

(i) CH₃CH₂CH(CH₃)O⁻; CH₃CH₂CH(CH₃)O⁻ is more sterically hindered.

(ii) Br⁻; Br⁻ is smaller and more electronegative than F⁻.

Answer

(i) CH₃CH₂CH(CH₃)O⁻; CH₃CH₂CH(CH₃)O⁻ is more sterically hindered.

(ii) F⁻; F⁻ is smaller and more electronegative than Br⁻.