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Korean Chemical Society (대한화학회)
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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)
  • Received : 2011.08.04
  • Accepted : 2011.09.09
  • Published : 2011.11.20
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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.

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References

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