4-chloro-2-[2-(dimethylamino)ethylamino-methyl]phenol and 2-[2-(dimethylamino)ethylaminomethyl]-6-methoxyphenol

The structures of the title compounds, C11H17ClN2O, (1a), and C12H20N2O2, (1b), show that unlike the related 4-nitro compound, the phenolic H atoms do not migrate to the amino groups. In both compounds, there are intermolecular hydrogen bonds between the phenolic O atoms and the amino group of neighbouring molecules [N ... O 2.656(3) for (1a) and 2.696(2) Angstrom for (1b)] and weak bifurcated hydrogen bands involving the imino H atoms [N1 ... O1 3.005(2) and N1 ... N2 2.910(3) Angstrom for (1a), and 3.111(2) and 2.894(3) Angstrom for (1b)]. The differences in structure are attributed to the acidities of the phenolic groups.