Posted by Amy on Wednesday, February 4, 2009 at 8:03pm.
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.
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