Match the procedural step to its purpose. a. Prevent ethanol from bumping violently when heated.
b. Deprotonate the alcohol to become a good nucleophile.
c. Avoid boiling away solvent in an open environment.
d. Isolate the ether product by leveraging its low solubility in water and ability to be isolated by precipitation.
e. Get an accurate weight of the solid by making sure it is completely dry.

1. The contents of the reaction flask are poured into ice.
2. The residue is not removed from the Buchner filter immediately after filtration.
3. Boiling chips or a stir bar are added to the round bottom flask prior to the reaction being heated under reflux.
4. Solid sodium hydroxide is added to 2-naphthol with heating.
5. The flask is fitted with a condenser and heated for twenty minutes.