Mechanism and kinetic properties for the gas-phase ozonolysis of β-ionone
Autor: | Shengli Zou, Yan Zhao |
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Rok vydání: | 2016 |
Předmět: |
chemistry.chemical_classification
Addition reaction Ozonolysis 010504 meteorology & atmospheric sciences Double bond General Chemical Engineering General Chemistry 010501 environmental sciences Ionone 01 natural sciences chemistry.chemical_compound Reaction rate constant chemistry Computational chemistry Side chain Molecule Organic chemistry Density functional theory 0105 earth and related environmental sciences |
Zdroj: | RSC Advances. 6:114256-114263 |
ISSN: | 2046-2069 |
Popis: | The gas-phase degradation mechanisms of β-ionone with O3 are investigated using density functional theory (DFT). Possible reaction pathways are presented and discussed. The calculated results show that O3 addition to the double bond in the side chain is favored over that in the ring in the initial steps. The experimentally observed products of 2-oxopropanal and 2,6,6-trimethylcyclohex-1-ene-1-carbaldehyde are mainly from O3 addition to the double bond in the β-ionone side chain. Three energetically favorable product pathways are revealed for the first time, in which a H2O molecule acts as an activator of OH transfer. The main products of O3-initiated β-ionone reaction are 2-oxopropanal, 2,6,6-trimethylcyclohex-1-ene-1-carbaldehyde, 3-(2,6,6-trimethylcyclohex-1-en-1-yl)dioxira-ne and (E)-6,6-dimethylundec-3-ene-2,5,10-trione, which have great potential to form secondary organic aerosols because of their high polarity and water solubility. The total rate constant of the O3 addition reaction is predicted to be 1.45 × 10−17 cm3 per molecule per s at 298 K and 760 Torr total pressure. The gas-phase residential time of β-ionone determined by O3 is around 28.5 hours. This work provides a comprehensive investigation of the ozonolysis of β-ionone and will be helpful in understanding its environmental fate. |
Databáze: | OpenAIRE |
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