106447-94-3Relevant academic research and scientific papers
Metal ion effects on the rate of intramolecular O-alkylation of the anion of ethyl(3-chloropropyl)acetoacetate
Cacciapaglia, Roberta,Mandolini, Luigi
, p. 1353 - 1366 (1990)
The retarding effect of alkali metal and alkaline-earth metal ions on the rate of intramolecular O-alkylation of the title compound has been thoroughly investigated in 99% aqueous Me2SO at 25°C. Rate data have been dissected into contributions of free ions (ki) and ion pairs (kip). Comparison of the present results with available data for intramolecular C-alkylation of a strictly related system, reveals that rate-depressing effects due to cation pairing turn out to be remarkably similar in the two processes, which is at variance with the expectation of a more pronounced cation dependence of the kip/ki ratios for O-alkylation than for C-alkylation.
