Second-order rate constants have been determined for the title reactions in OH-/H2O and in OH-/(CH3CN/H2O) [30/70, 60/40, and 85/15 (v/v) mixtures]. A relatively small increase in reactivity is observed for the four substrates upon increasing the percentage of CH3CN in the solvent mixture. The methyl activating factors (kOHN(CH3)/kOH(N)) are also slightly affected by the solvent composition. On the other hand, the high acceleration of the reaction by methylation of the pyridine ring amounts to 104-106 according to an E1cb mechanism.

A Study of the OH--induced beta-Elimination Reactions of 2-(4-Chloroethyl)pyridine, 2-(2-Chloroethyl)pyridine, 1-Methyl-2-(4-Chloroethyl)pyridinium iodide and 1-Methyl-2-(2-Chloroethyl)pyridinium iodide in Acetonitrile/Water

DE MARIA, Paolo;FONTANA, Antonella;GASBARRI, Carla;
2004-01-01

Abstract

Second-order rate constants have been determined for the title reactions in OH-/H2O and in OH-/(CH3CN/H2O) [30/70, 60/40, and 85/15 (v/v) mixtures]. A relatively small increase in reactivity is observed for the four substrates upon increasing the percentage of CH3CN in the solvent mixture. The methyl activating factors (kOHN(CH3)/kOH(N)) are also slightly affected by the solvent composition. On the other hand, the high acceleration of the reaction by methylation of the pyridine ring amounts to 104-106 according to an E1cb mechanism.
File in questo prodotto:
File Dimensione Formato  
JOC.pdf

Solo gestori archivio

Tipologia: PDF editoriale
Dimensione 54.91 kB
Formato Adobe PDF
54.91 kB Adobe PDF   Visualizza/Apri   Richiedi una copia

I documenti in IRIS sono protetti da copyright e tutti i diritti sono riservati, salvo diversa indicazione.

Utilizza questo identificativo per citare o creare un link a questo documento: https://hdl.handle.net/11564/119387
 Attenzione

Attenzione! I dati visualizzati non sono stati sottoposti a validazione da parte dell'ateneo

Citazioni
  • ???jsp.display-item.citation.pmc??? ND
  • Scopus 3
  • ???jsp.display-item.citation.isi??? 2
social impact