(A) In each of the following reactions, determine whether the electron pair donor is acting as a Brønsted–Lowry base or a nucleophile. Identify the acid, electrophile, and leaving group, as appropriate, and use arrows to indicate the movement of electrons.

(a) CH₃I + NaOH → CH₃OH + NaI

(b) NaOH + CH₃CH₂CH₂CO₂H → CH₃CH₂CH₂CO₂Na + H₂O

(B) In each of the following reactions, determine whether the electron pair donor is acting as a Brønsted–Lowry base or a nucleophile. Identify the acid, electrophile, and leaving group, as appropriate, and use arrows to indicate the movement of electrons.

(a) NH₂Na + CH₃CH₂OH → CH₃CH₂ONa + NH₃

(b) (CH₃)₂CHCH₂CH₂Br + CH₃SNa → (CH₃)₂CHCH₂CH₂SCH₃ + NaBr