Theoretical study for ozonolysis of 1,3-butadiene

Li, Yan; Liu, Huiling; Huang, Xuri; Li, Zhuo; Sun, Yunfei; Sun, Chia‐Chung

doi:10.1016/j.theochem.2010.01.021

Cited by 7 publications

(4 citation statements)

References 50 publications

(56 reference statements)

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“…It can be noted here, that the addition of diffuse or polarization function does not affect the energy barrier of the TS 1 A. Moreover, the activation energy of the phenanthrene ozonolysis, determined using the B3LYP/6-31G(d) method, is comparable with those reported previously for the ozonolysis reaction of ethene [46], isoprene [47,48], and butadiene [49].…”

Section: Potential Energy Surface Of the Ozonolysis Reaction Of Phenasupporting

confidence: 85%

A Computational Study of the Ozonolysis of Phenanthrene

et al. 2017

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A computational study of the ozonolysis of phenanthrene has been carried out using DFT methods (B3LYP and M06-2X). The reaction mechanism for the ozonolysis was studied in both gas phase and in solution, using the polarizable continuum solvation model. The structures for all proposed reaction mechanisms were optimized using M06-2X and B3LYP methods with 6-31G(d), 6-31+G(d), and 6-31G(2df,p) basis sets. In solution, all structures were optimized using B3LYP/6-31+G(d,p) and polarizable continuum solvation model. Six different mechanistic pathways were explored for the ozonolysis of phenanthrene that forms aldehyde compounds. The activation energy of the formation of the primary ozonide intermediate in pathway A is 13 kJ mol −1 in the polarizable continuum model with the B3LYP/6-31+G(d,p) method. This reaction is followed by a dissociation into a zwitterionic Criegee intermediate with an activation energy of 76 kJ mol −1 in polarizable continuum model with B3LYP/6-31+G(d,p). Furthermore, the nucleophilic addition reactions of methanol to the Criegee intermediate have been studied along two pathways, B1 and B2. The water-mediated mechanism for pathways B2 and C2, where the water molecule acts as a mediator through a 1,5-proton shift, dropped the activation barriers by 18 and 26 kJ mol −1 , respectively, based on B3LYP/6-31G(2df,p) method. The solvation model (polarizable continuum) reduces the energy barriers for all pathways except for the reaction of methanol with the Criegee intermediate. This study provides an insight into understanding the mechanism of transformation of this pollutant into non-toxic compounds.

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Section: Potential Energy Surface Of the Ozonolysis Reaction Of Phenasupporting

confidence: 85%

A Computational Study of the Ozonolysis of Phenanthrene

et al. 2017

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“…The rate coefficients for the reactions of alkenes with O 3 span many orders of magnitude, depending mostly on the substitution around the double bond. The van der Waals pre-reactive complex, the transition state for cycloaddition, and the formation of the POZ have been characterized theoretically for many compounds; recent examples include (substituted) alkenes, [144][145][146][147][148][149][150][151][152][153] butadiene, 154 cycloalkenes, [155][156][157] terpenoids, 129,[158][159][160][161][162][163][164][165][166][167] and acetylene. 149,150,153 An accurate quantum chemical description of the 1,3-dipolar ozone addition requires particular attention, owing to the strong multi-reference character of the wavefunctions for ozone, pre-reactive complex, and addition transition state.…”

Section: C14 Poly-unsaturated Voc + Oh Poly-unsaturatedmentioning

confidence: 99%

Theoretical studies of atmospheric reaction mechanisms in the troposphere

2012

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The chemistry of the atmosphere encompasses a vast number of reactions acting on a plethora of intermediates. These reactions, occurring sequentially and in parallel, give rise to intertwined and irreducible mechanisms describing the complex chemical transformations of organic and inorganic compounds in the atmosphere. The complexity of this system is that it requires combined experimental, theoretical, and modeling approaches to elucidate the characteristics of the individual reactions, and their mutual interaction. In this review, we describe recent results from quantum chemical and theoretical kinetic studies of relevance to atmospheric chemistry. The review first summarizes the most commonly used theoretical methodologies. It then examines the VOC oxidation initiation channels by OH, O(3), NO(3) and Cl, followed by the reactions of the alkyl, alkoxy, alkylperoxy and Criegee intermediates active in the subsequent oxidation steps. Specific systems such as the oxidation of aromatics and the current state of knowledge on OH-regeneration in VOC oxidation are also discussed, as well as some inorganic reactions.

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“…The four-carbon (C 4 ) unsaturated MVK-oxide and MACR-oxide species are estimated to account for 23% and 19%, respectively, of the CIs formed by isoprene ozonolysis. 47–51 Since most of the previous studies have focused on saturated CIs, in this work, we will focus on C 3 –C 4 unsaturated CIs such as acrolein oxide [CH 2 CHCHOO, ACR-OO], 52,53 methyl vinyl ketone oxide [CH 2 CH(CH 3 )COO, MVK-OO] 47–49 and methacrolein oxide [CH 2 C(CH 3 )CHOO, MACR-OO] 50,51 and their bimolecular atmospheric reactions with CF 3 COOH (TFA). Herein, we focus on the detailed theoretical study of syn – cis -CH 2 R z CR y CO + O − + TFA.…”

Section: Introductionmentioning

confidence: 99%

New insights into the mechanism and kinetics of the addition reaction of unsaturated Criegee intermediates to CF₃COOH and tropospheric implications

Lily,

Lv,

Chandra

et al. 2024

Environ. Sci.: Processes Impacts

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Theoretical study for ozonolysis of 1,3-butadiene

Cited by 7 publications

References 50 publications

A Computational Study of the Ozonolysis of Phenanthrene

A Computational Study of the Ozonolysis of Phenanthrene

Theoretical studies of atmospheric reaction mechanisms in the troposphere

New insights into the mechanism and kinetics of the addition reaction of unsaturated Criegee intermediates to CF₃COOH and tropospheric implications

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Theoretical study for ozonolysis of 1,3-butadiene

Cited by 7 publications

References 50 publications

A Computational Study of the Ozonolysis of Phenanthrene

A Computational Study of the Ozonolysis of Phenanthrene

Theoretical studies of atmospheric reaction mechanisms in the troposphere

New insights into the mechanism and kinetics of the addition reaction of unsaturated Criegee intermediates to CF3COOH and tropospheric implications

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New insights into the mechanism and kinetics of the addition reaction of unsaturated Criegee intermediates to CF₃COOH and tropospheric implications