Hydrogen bonding in 2-hydroxy((di)thio)benzoates. III. IR and NMR spectra of 2,6-dimethylpiperidinium and tetraethylammonium salts
Tóm tắt
Solid state ir and solution ir and nmr data are reported for 2,6-dimethylpiperidinium and tetraethylammonium salts of 2-hydroxybenzoic, 2-hydroxythiobenzoic and 2-hydroxydithiobenzoic acid. The solid state ¯v(OH) frequencies, range from 2800 to 2300 cm−1 and decrease within the series thiocarboxylate (O-H⋯O)>dithiocarboxylate (O-H⋯S)>carboxylate (O-H⋯O)>thiocarboxylate (O-H⋯S), reflect the different kinds of intramolecular O-H⋯Y association. The solution ¯v(OH) frequencies range from 2830 to 2560 cm−1 and decrease within the series thiocarboxylate>dithiocarboxylate>carboxylate; the δ(OH) proton shifts range from 12.8 to 16.0 ppm and correspondingly increase within the same series. IR and NMR data give confident evidence for an O-H⋯O intramolecular association of the thiocarboxylate anions in solution.
Tài liệu tham khảo
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