The transmission of polar effects. Part IX. The ionization and esterification with diazodiphenylmethane of 9-substituted 10-triptoic acids
- 15 January 1969
- journal article
- Published by Canadian Science Publishing in Canadian Journal of Chemistry
- Vol. 47 (2) , 177-183
- https://doi.org/10.1139/v69-024
Abstract
A series of 9-substituted 10-triptoic acids have been prepared. Their pKa values in 80% 2-methoxy-ethanol–water and 50% ethanol–water at 25° and rate coefficients for esterification with diazodiphenyl-methane in five alcohols at 30° have been measured. The results have been analyzed by linear free energy relations. The π-inductive effect is shown to be unimportant in such systems, while the field effect model can account for the transmission.Keywords
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