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Theoretical Study on Substitute Mechanism of Chlorine Radical with 2-Chloropyridine

The substitute mechanism of 2-chloropyridine reacting with chlorine radical was studied theoretically by semi-empirical method- PM3. The results showed that there were two transition states in each reaction path for obtaining 2,3-,2,4-,2,5-and 2,6-dichloropyridine respecively. The energy of chief transition state and activation barrier of leading to 2,6-dichloropyridine were lowest among four reaction paths, which is -139 612.06 and 135.39 kJ/mol respectively. Thus, 2,6-dichloropyridine was prior product. The formation ofC (Cl) and the breaking of conjugate double bond was mainly synchronous during the process of producing the dichloropyridine, so did the breaking of C H bond and the re-formation of conjugate double bond.