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Criegee Intermediate Reaction with Alcohol Is Enhanced by a Single Water Molecule.
Journal of Physical Chemistry Letters 2018 December 5
The role of water in gas phase reactions has gained considerable interests. Here we report a direct kinetic measurement of the reaction of syn-CH3CHOO (a Criegee intermediate or carbonyl oxide) with methanol at various relative humidity (RH = 0-80%) under near ambient conditions (298 K, 250-755 Torr). The data indicate that a single water molecule expedites the reaction by upto a factor of 3. The rate coefficient of the corresponding reaction, syn-CH3CHOO + CH3OH + H2O → products, has been determined to be (2.06 ± 0.14) x 10-32 cm6 s-1 at 298 K with no observable pressure dependence for 250-755 Torr. Quantum chemistry calculation shows that the dominating pathway involves a hydrogen-bonded ring structure, in which methanol is donating a hydrogen atom to water; water is donating a hydrogen atom to the terminal oxygen atom of the Criegee intermediate; on the product side, H2O is reformed and acts as a catalyst.
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