Hydrolysis of tert-butyl methyl ether (MTBE) in dilute aqueous acid. 2001

K T O'Reilly, and M E Moir, and C D Taylor, and C A Smith, and M R Hyman
Chevron Research and Technology Co., Richmond, California 94802, USA. kito@chevron.com

tert-Butyl methyl ether (MTBE) is generally considered to be resistant to chemical transformation in aqueous solution. This lack of reactivity has led to concerns of the long-term impacts of MTBE in groundwater. Although hydrolysis in the presence of strong acids has been recognized as a mechanism for MTBE transformation, it has been discounted as a significant reaction under environmental conditions. In this study, we have examined the fate of MTBE and other ether oxygenates under moderately acidic conditions (> or=pH 1). The results demonstrate that MTBE is sensitive to acid-catalyzed hydrolysis reaction that generates tert-butyl alcohol (TBA) and methanol as products. The reaction is first-order with respect to the concentration of MTBE and hydronium ion with a second-order rate constant of about 0.9 x 10(-2) M(-1) h(-1) at 26 degrees C. Commercially available acidic ion-exchange resins were also shown to catalyze the hydrolysis of MTBE at near neutral pH. Pseudo-first-order rate constants were observed to be as high as 0.03 h(-1) at 25 degrees C and 0.12 h(-1) at 35 degrees C. These findings are discussed in terms of their possible implications for the treatment and environmental fate of MTBE and other gasoline oxygenates.

UI MeSH Term Description Entries
D007700 Kinetics The rate dynamics in chemical or physical systems.
D008738 Methyl Ethers A group of compounds that contain the general formula R-OCH3. Ethers, Methyl
D006863 Hydrogen-Ion Concentration The normality of a solution with respect to HYDROGEN ions; H+. It is related to acidity measurements in most cases by pH pH,Concentration, Hydrogen-Ion,Concentrations, Hydrogen-Ion,Hydrogen Ion Concentration,Hydrogen-Ion Concentrations
D006868 Hydrolysis The process of cleaving a chemical compound by the addition of a molecule of water.
D000393 Air Pollutants Any substance in the air which could, if present in high enough concentration, harm humans, animals, vegetation or materials. Substances include GASES; PARTICULATE MATTER; and volatile ORGANIC CHEMICALS. Air Pollutant,Air Pollutants, Environmental,Environmental Air Pollutants,Environmental Pollutants, Air,Air Environmental Pollutants,Pollutant, Air,Pollutants, Air,Pollutants, Air Environmental,Pollutants, Environmental Air

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