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

1 answer

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.