Abstract

The conformation of a series of 1-aryl-3-(n-butyl)ureas and 1-aryl-1-methyl-3-(n-butyl)-ureas having an orthohydroxyl group in the aromatic ring is studied by infrared spectroscopy. The spectral data show that in organic solvents (CHCl 3, CH 2Cl 2, CCl 4) the compounds are in a Z, Z-conformation. Conclusive evidence is obtained for the existence of an intramolecular hydrogen bond between the OH and CO groups in all N-methylated ureas.

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