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http://dx.doi.org/10.5012/bkcs.2011.32.11.3941

Correlation of the Rates of Solvolysis of 1-Piperidincarbonyl Chloride Using the Extended Grunwald-Winstein Equation  

Choi, Ho-June (Department of Chemistry, Gyeongsang National University)
Ali, Dildar (Institute of Biochemistry, University of Balochistan)
Lee, Jong-Pal (Department of Chemistry, Dong-A University)
Yang, Ki-Yull (Department of Chemical Education and Research Instituted of Natural Science, Gyeongsang National University)
Park, Jong-Keun (Department of Chemical Education and Research Instituted of Natural Science, Gyeongsang National University)
Koo, In-Sun (Department of Chemical Education and Research Instituted of Natural Science, Gyeongsang National University)
Publication Information
Bulletin of the Korean Chemical Society / v.32, no.11, 2011 , pp. 3941-3946 More about this Journal
Abstract
The specific rates of sovolysis of 1-piperidincarbonyl chloride (1) have been determined in 26 pure and binary solvents at $25.0^{\circ}C$. Comparison of the specific rates of solvolyses of 1 with those for p-methoxybenzoyl chloride and those for 4-morpholinecarbonyl chloride in terms of linear free energy relationships (LFER) are helpful in mechanistic considerations, as is also treatment in terms of the extended Grunwald-Winstein equation. It is proposed that the solvolyses of 1 in binary aqueous solvent mixtures proceed through an ionization [I] pathway rather than through an $S_N1/S_N2$ and/or ionization/(ionization-elimination) = [I/(I-E)] pathway.
Keywords
1-Piperidincarbonyl chloride (PCC); Grunwald-Winstein equation; Addition-elimination (A-E); Ionization (I); KSIE;
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