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Reaction Mechanism between Carbonyl Oxide and Hydroxyl Radical:  A Theoretical Study

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    Reaction Mechanism between Carbonyl Oxide and Hydroxyl Radical:  A Theoretical Study
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    Theoretical and Computational Chemistry Group, Departament de Química Orgànica Biològica, Institut d'Investigacions Químiques i Ambientals de Barcelona, IIQAB − CSIC, c/ Jordi Girona 18, E-08034 Barcelona, Spain
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    The Journal of Physical Chemistry A

    Cite this: J. Phys. Chem. A 2006, 110, 11, 4001–4011
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    https://doi.org/10.1021/jp057133x
    Published March 1, 2006
    Copyright © 2006 American Chemical Society
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    Abstract

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    The reaction mechanism of carbonyl oxide with hydroxyl radical was investigated by using CASSCF, B3LYP, QCISD, CASPT2, and CCSD(T) theoretical approaches with the 6-311+G(d,p), 6-311+G(2df, 2p), and aug-cc-pVTZ basis sets. This reaction involves the formation of H2CO + HO2 radical in a process that is computed to be exothermic by 57 kcal/mol. However, the reaction mechanism is very complex and begins with the formation of a pre-reactive hydrogen-bonded complex and follows by the addition of HO radical to the carbon atom of H2COO, forming the intermediate peroxy-radical H2C(OO)OH before producing formaldehyde and hydroperoxy radical. Our calculations predict that both the pre-reactive hydrogen-bonded complex and the transition state of the addition process lie energetically below the enthalpy of the separate reactants (ΔH(298K) = −6.1 and −2.5 kcal/mol, respectively) and the formation of the H2C(OO)OH adduct is exothermic by about 74 kcal/mol. Beyond this addition process, further reaction mechanisms have also been investigated, which involve the abstraction of a hydrogen of carbonyl oxide by HO radical, but the computed activation barriers suggest that they will not contribute to the gas-phase reaction of H2COO + HO.

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     To whom correspondence should be addressed. E-mail:  [email protected].

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    Absolute energy values; topological parameters of selected stationary points; Cartesian coordinates of the stationary points reported in this work; and a schematic description of the active space composition used for the CASSCF calculations. This material is available free of charge via the Internet at http://pubs.acs.org.

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    The Journal of Physical Chemistry A

    Cite this: J. Phys. Chem. A 2006, 110, 11, 4001–4011
    Click to copy citationCitation copied!
    https://doi.org/10.1021/jp057133x
    Published March 1, 2006
    Copyright © 2006 American Chemical Society
    Request reuse permissions

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