Experimental and theoretical investigation on conformational and spectroscopic properties of dimethyl dithiodiglycolate, [CH3OC(O)CH2S]2

JUNCAL C. LUCIANA ; BAVA, B. YANINA; TAMONE, M. LUCIANA; SENG, SAMANTHA; TOBÓN, A. YENY ; SOPHIE SOBANSKA; A. LORENA PICONE; ROSANA M. ROMANO

JOURNAL OF MOLECULAR STRUCTURE

ELSEVIER SCIENCE BV

Lugar: Amsterdam; Año: 2017

0022-2860

Dimethyl dithiodiglycolate (DTG), [CH3OC(O)CH2S]2, was synthetized by complete oxidation of methylthioglycolate (MTG) with I, and characterized by gas chromatography coupled with electron-impactmass spectrometry. Fifteen stable conformers were found with the B3LYP/6-31 þ G* approximationwith calculated populations at ambient temperature higher than 1%. The IR and Raman spectra of liquidDTG were interpreted for the first time, in terms of equilibrium between four conformers. The UVevisible spectra of DTG in solutions of ethanol, isopropanol and acetonitrile present a low-intensity bandaround 230 nm, interpreted mainly as arising from n /p* transitions localized at the C]O groups,according to the prediction of TD-DFT calculations.