Kinetic study of organotin catalyzed alcohol-isocyanate reactions Part 2: Inhibition by foreign substances in acetonitrile and toluene

The influence of substances such as carboxylic acids, esters, thiol, on the rate of reaction of cyclopentanol with phenylisocyanate was studied in ace tonitrile and toluene at 25 degrees C with dibutyltin di(2-ethylhexanoate) (DBTDEH) as catalyst. Carboxylic acids induce an important rate reduction, as already observed [A.-C. Draye, J.-J. Tondeur, J. Mol. Catal. A: Chem. 13 8 (1999) 135; A.-C. Draye, J.-J. Tondeur, React. Kinet. Catal. Lett., submi tted for publication]. The present results, dealing with the effect of adde d foreign substances. bring new evidences confirming Davies' reaction schem e [A.J. Bloodworth,,A.G. Davies, Proc. Chem. Sec. (1963) 264; A.J. Bloodwor th, A.G. Davies, J. Chem. Sec. (1965) 5238] in which the first step would b e an alcoholysis of carboxylate groups of the catalyst. (C) 1999 Elsevier S cience B.V, All rights reserved.