Question

In the first step of the reaction, which compound is the limiting reagent: sodium hydroxide or the nucleophile

Answer 1

Since the nucleophile is the actual attacking molecule or molecule that starts the reaction and allows for further steps in the mechanism to occur, it is the limiting reagent, as based on the amount of the nucleophile you have, the reaction will tend to proceed until you run out. The excess would be the sodium hydroxide, it is union part of the solution.