Home
Resources
Publications
Structure and Conformation of 2,3-diethoxycarbonyl-1-methylpyridinium Iodide Studied by NMR, FTIR, Raman, X-ray Diffraction and DFT Methods

Structure and Conformation of 2,3-diethoxycarbonyl-1-methylpyridinium Iodide Studied by NMR, FTIR, Raman, X-ray Diffraction and DFT Methods

P Barczyński, M Ratajczak-Sitarz, Ł Nowaczyk, A Katrusiak, Z Dega-Szafran, A Komasa, M Szafran

Spectrochim Acta A Mol Biomol Spectrosc. 2013 Nov;115:208-18.

PMID: 23835053

Abstract:

Computational and spectroscopic properties of 2,3-diethoxycarbonyl-1-methylpyridinium iodide, 1, were studied. The crystal structure of 1 was analyzed by X-ray diffraction. Molecular geometry of title compound has been calculated using the density functional theory (DFT) at B3LYP/6-311G(d,p) level of theory and was compared with the experimental data. Iodide anion interacts electrostatically with the positively charged pyridinium nitrogen atom and via weak CH⋯I(-) hydrogen bonds. In crystals the N-methyl and ethoxycarbonyl groups are disordered in two orientations. The structures of 2 (in vacuum), 3 (in CHCl3) and 4 (in DMSO) optimized by the B3LYP/6-311G(d,p) approach are different than that in crystal 1. The experimental (13)C and (1)H chemical shifts (δexp) of the investigated ester in CDCl3 and DMSO-d6 correlate linearly with GIAO/B3LYP/6-311G(d,p) magnetic isotropic shielding constants calculated according to the screening solvation model (COSMO), δexp=a+b σcalc. The FTIR and Raman spectra of the solid compound are consisted with the X-ray structure.

Chemicals Related in the Paper:

Catalog Number	Product Name	Structure	CAS Number	Price
AP930734	1-Methylpyridinium iodide		930-73-4	Price

As a specialist in analytical chemical Products, Alfa Chemistry offers consumers a wealth of raw materials and a full range of technologies and services.

QUICK LINKS

HEADQUARTERS

Tel:

Fax:

Email: