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BIBTEX RIS

Substrate-Nucleophile Association in the Finkelstein Reaction System in Dipolar Aprotic Solvent. Formation of Complex between Substituted Chloromethanes and Halide Ion in Acetonitrile

1978; Oxford University Press; Volume: 51; Issue: 3 Linguagem: Inglês

10.1246/bcsj.51.891

ISSN

1348-0634

Autores

Jun-ichi Hayami, Tohru Koyanagi, Nobuhisa Hihara, Aritsune Kaji,

Tópico(s)

Spectroscopy and Quantum Chemical Studies

Resumo

Substrate-nucleophile association was found between substituted chloromethanes (ArXCH2Cl: X=NONE, S, SO, SO2, and CO) and halide ion (Cl−, Br−, and I−) in dipolar aprotic solvent. The equilibrium constant (K), limiting shift (Δc), the enthalpy of formation (ΔH°), and the entropy of formation (ΔS°), for complexing were determined by NMR measurement. The measurement of spin-lattice relaxation time (T1) gave an information on the conformation of this complex. Halide ion seems to locate closest to α-methylene protons at the site of potential SN2 reaction.

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