From the hydroxylaminomethylation product of 2-naphthol (3) and aliphatic resp. aromatic aldehydes resulting compounds were examined by NMR spectroscopy. In solution the products of formaldehyde, acetaldehyde and benzaldehyde show equilibria of cyclic hydroxylamine and hydroxynitrone forms2 resp.1, the state of which depends on the solvent; with the derivatives of p-nitro- and p-dimethylaminobenzaldehyde only the hydroxynitrone form1 d resp.1 e is detectable.
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Möhrle, H., Lappenberg, M. & Wendisch, D. Hydroxylamin—Hydroxynitron-Gleichgewichte. Monatshefte für Chemie 108, 273–278 (1977). https://doi.org/10.1007/BF00901978