2-Chloro-2,2-difluoracetamide (ClF2CC(O)NH2). Thermal Decomposition, Vapour Infrared, Mass Spectrometry, Low-temperature NMR, and Theoretical Studies. Solvent Effects on Conformational Preferences
Ana G. Iriarte A , Edgardo H. Cutin B and Gustavo A. Argüello A C
+ Author Affiliations
- Author Affiliations
A Instituto de Investigaciones en Físico Química de Córdoba (INFIQC) – Departamento de Fisicoquímica, Facultad de Ciencias Químicas, Universidad Nacional de Córdoba, Ciudad Universitaria, 5000 Córdoba, Argentina.
B Instituto de Química del Noroeste Argentino (INQUINOA), Instituto de Química Física, San Lorenzo 456, T4000 CAN Tucumán, Argentina.
C Corresponding author. Email: gaac@fcq.unc.edu.ar
Australian Journal of Chemistry 64(10) 1366-1372 https://doi.org/10.1071/CH10263
Submitted: 9 July 2010 Accepted: 30 May 2011 Published: 23 August 2011
Abstract
Gas-phase thermal decomposition of 2-chloro-2,2-difluoracetamide (CDFA) was studied at temperatures between 270 and 290°C. The rate constant for the decomposition follows the Arrhenius equation.
Mass spectrometry was used to analyze the decomposition pattern of the title compound. The FT-IR spectrum of the vapour phase and the infrared spectra of CDFA in protic and aprotic solvents were recorded. Potential energy surfaces were studied by theoretical calculations performed at the density functional theory level (PBEPBE and B3LYP methods) using the 6-31G*, 6-31+G*, 6-311+G**, aug-cc-pVDZ, and aug-cc-pVTZ basis sets.
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