Question

When forming oxime derivatives from ketones and aldehydes, why when I reacted my aldehyde with hydorxylamine hydrochloride did I get no precipitate and hence no reaction. I have looked everywhere and hydroxlamine is suppose to react with both ketones and aldeyhydes. Could it have something to do with the structure of my aldehyde? From an HNMR spectra I determined my aldedhyde was hexanal.

Elements. Poder upon that thought. Elements.