Do you expect acetaminophen to be soluble in 1.0 M NaOH? why or why not?

My best guess is that it will dissolve. Acetaminophen is a phenol (a benzene ring with an OH attached) and I think that will react with NaOH to produce the sodium salt (and dissolve at the same time). Check me out on this; don't take my word for it. The Merck Index lists a slight solubility in cold water, more soluble in hot water, soluble in alcohol, etc but insoluble in hexane and benzene. No solubility is given for NaOH.

To determine if acetaminophen will be soluble in 1.0 M NaOH, we need to consider its chemical properties. Acetaminophen, also known as paracetamol, is a polar organic compound. In order to dissolve in a solvent, a substance needs to have similar chemical properties to the solvent.

NaOH is a strong base and a highly polar compound. It is soluble in water due to the formation of ions when it dissociates. When NaOH dissolves in water, it breaks apart into Na+ and OH- ions.

Acetaminophen does not have any significant acidic or basic functional groups that can ionize or react with NaOH. Therefore, it is not expected to undergo a chemical reaction with NaOH.

Since acetaminophen and NaOH are both polar compounds, there could be some degree of solubility. However, the solubility of acetaminophen in 1.0 M NaOH is expected to be very low or negligible.

To confirm this, you can conduct an experiment by adding acetaminophen to a solution of 1.0 M NaOH while stirring and observing if it dissolves completely, partially, or not at all. This experimental observation can provide a definitive answer regarding the solubility of acetaminophen in 1.0 M NaOH.