Theoretical study on mechanism of the gas-phase pyrolytic reaction of ethyl-2-pyridine sulfonate

• Published in: Journal of molecular structure. Theochem Vol. 668; no. 2; pp. 133 - 137
• Main Authors: Li-Ping, Chen, San-Guo, Hong
• Format: Journal Article
• Language: English
• Published: Elsevier B.V 23.01.2004
• Subjects: Density functional theory; Ethyl-2-pyridine sulfonate; Gas-phase pyrolytic reaction; Mechanism; Density functional theory; Ethyl-2-pyridine sulfonate; Gas-phase pyrolytic reaction; Mechanism
• ISSN: 0166-1280; 1872-7999
• DOI: 10.1016/j.theochem.2003.10.028

The gas-phase pyrolytic reaction of ethyl-2-pyridine sulfonate has been investigated using density functional theory method. The results obtained show that the process for the gas-phase pyrolysis of ethyl-2-pyridine sulfonate occurs via an intimate ion-pair transition state, where the β-hydrogen atom of ethyl carbocation facilitates C–O bond cleavage, and the cleavage of C–O bond is rate determining. The activation energy (corrected by zero-point energy) in first step obtained at B3LYP/6-311+G(2d,p) level was 140.980 kJ mol −1, which was closely in accordance with the available experimental data. The relative error is −3.88%.