Two 3-diethylaminomethyl-5-R-salicylic aldehydes were obtained and studied
in chloroform solutions by FTIR and NMR spectroscopy. The existence of an e
quilibrium between the structures with OH ...=O=C and N ... HO intramolecul
ar hydrogen bonds was suggested. In the ease of compound 1 (R = OCH3) the O
H ... O=C intramolecular hydrogen bond was more favorable whereas in the ca
se of compound 2 (R = Br) the structure with the OH ... N intramolecular hy
drogen bond was predominant. (C) 2000 Elsevier Science B.V. All rights rese
rved.