8. Elimination Reactions

For each pair, predict the stronger nucleophile in the SN2 reaction (using an alcohol as the solvent). Explain your prediction.

a. (CH₃CH₂)₃N or (CH₃CH₂)₂NH

b. (CH₃)₂O or (CH₃)₂S

For each pair, predict the stronger nucleophile in the SN2 reaction (using an alcohol as the solvent). Explain your prediction.

g. (CH₃)₂CHO^– or CH₃CH₂CH₂O^–

h. I^– or Cl^–

S_N1 substitution and E1 elimination frequently compete in the same reaction.

b. Compare the function of the solvent (methanol) in the E1 and S_N1 reactions.

Which nucleophile would be more reactive in the solvent given

(c)