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1.50g of 4-chlorobenzaldehyde and 4.0 mL of methanol was added to a raections flask this was mixed with 4.0 mL of aqueous potassium hydroxide. This was allowed to react under reflux for an hour and then the products seperated. I wrote out a mechanism before lab and ended up predicting 4-chlorobenzoic acid and 4-chlorophenol as my final products. We ran IR and my spectra and melting points confirm the formation of 4-chlorobenzoic acid but the spectra I have for what I thought would have been 4-chlorophenol is not showing any alcohol peaks at all. I started thinking that maybe my other product is an ester? Please help me with this problem, non of my spectra or melting points confirm 4-chlorophenol.

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