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Kinetics of alcohol–isocyanate reactions with metal catalysts

1965; Wiley; Volume: 9; Issue: 5 Linguagem: Inglês

10.1002/app.1965.070090514

1097-4628

Leon Rand, B. Thir, S. L. Reegen, Kurt C. Frisch,

Environmental Chemistry and Analysis

A study has been conducted of the kinetics of the reactions of primary and secondary alcohols with phenyl isocyanate in the presence of metal catalysts. It has been determined that the type and concentration of metal catalyst, the structure of the alcohols, and the type of solvent play an important role in the reaction rates and ratios of rate constants. Catalysis by lead naphthenate increased the reaction rates of 2-methoxy-l-propanol and 1-methoxy-2-propanol more than 3-methoxy-1-propanol, whereas catalysis by dibutyltin dilaurate enhanced the reaction rates of 3-methoxy-1-propanol more than those of 2-methoxy-1-propanol and of 1-methoxy-2-propanol. Dibutyltin dilaurate has been found to impart a high ratio of Kprimary/Ksecondary, where the primary alcohol was 3-methoxy-1-propanol and the secondary alcohol was 1-methoxy-2-propanol. Determinations of mixtures in toluene solutions containing up to 75%, of 3-methoxy-1-propanol were made with good accuracy.