83088-74-8Relevant academic research and scientific papers
A KINETIC STUDY OF THE MECHANISM OF ESTERIFICATION OF 1-ARYLETHANOLS IN TRIFLUOROACETIC ACID
Gillen, Ciaran J.,Knipe, Anthony C.,Watts, William E.
, p. 597 - 600 (1981)
Aryl substituent effects upon the rate constants for the esterification of a series of 1-arylethanols in trifluoroacetic acid are in accordance with a reverse AAL1 mechanism, for wich the Hammett reaction constant ρ=-3.69 has been determined by correlation with ?+ substituent constants.The rates of reaction are ca. 50-fold faster than those for corresponding benzyl alcohols which bear an electron-donating aryl substituent and which are also believed to undergo esterification in trifluoroacetic acid by the reverse AAL1 mechanism; the reverse AAC2 mechanism applies to benzyl alcohols which bear an electron-withdrawing aryl substituent.
