Experimental and theoretical investigation on conformational and spectroscopic properties of dimethyl dithiodiglycolate, [CH<sub>3</sub>OC(O)CH<sub>2</sub>S]<sub>2</sub>

Dimethyl dithiodiglycolate (DTG), [CH<sub>3</sub>OC(O)CH<sub>2</sub>S]<sub>2</sub>, was synthetized by complete oxidation of methyl thioglycolate (MTG) with I<sub>2</sub>, and characterized by gas chromatography coupled with electron-impact mass spectr...

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Detalles Bibliográficos
Autores principales:	Juncal, Luciana Celeste, Bava, Yanina Belén, Tamone, Luciana Mariel, Seng, Samantha, Tobón, Yeny A., Sobanska, Sophie, Picone, Andrea Lorena, Romano, Rosana Mariel
Formato:	Articulo Preprint
Lenguaje:	Inglés
Publicado:	2017
Materias:	Química Conformational analysis Dft calculations Vibrational spectroscopy
Acceso en línea:	http://sedici.unlp.edu.ar/handle/10915/104283 http://hdl.handle.net/11336/48630
Aporte de:	SEDICI (UNLP) de Universidad Nacional de La Plata

Descripción
Sumario:	Dimethyl dithiodiglycolate (DTG), [CH<sub>3</sub>OC(O)CH<sub>2</sub>S]<sub>2</sub>, was synthetized by complete oxidation of methyl thioglycolate (MTG) with I<sub>2</sub>, and characterized by gas chromatography coupled with electron-impact mass spectrometry. Fifteen stable conformers were found with the B3LYP/6-31 + G* approximation, with calculated populations at ambient temperature higher than 1%. The IR and Raman spectra of liquid DTG were interpreted for the first time, in terms of equilibrium between four conformers. The UV–visible spectra of DTG in solutions of ethanol, isopropanol and acetonitrile present a low-intensity band around 230 nm, interpreted mainly as arising from n → π* transitions localized at the C[dbnd]O groups, according to the prediction of TD-DFT calculations.