Theoretical studies of the reactions of CF3CHCLOCHF2/CF3CHFOCHF2 with OH radical and Cl atom and their product radicals with OH

Yang, Lei; Liu, Jing-Yao; Wan, Su-Qin; Li, Ze-Sheng

doi:10.1002/jcc.21079

Cited by 21 publications

(16 citation statements)

References 45 publications

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“…Thus, the hydrogen abstraction reaction rate constants of OH radical will be larger than that of Cl atom. Same conclusion can be found in similar reactions141526.…”

Section: Resultssupporting

confidence: 82%

“…During these years, many theoretical91011121314151617 and experimental181920212223 investigations about the reactions of some volatile organic compounds (VOCs) with free radicals have been carried out in kinetic properties, reaction mechanisms, temperature dependence and more. Previous studies have generally evaluated the fates of HFEs at 298 ± 2 K only.…”

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confidence: 99%

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Theoretical insight into OH- and Cl-initiated oxidation of CF3OCH(CF3)2 and CF3OCF2CF2H & fate of CF3OC(X•)(CF3)2 and CF3OCF2CF2X• radicals (X=O, O2)

Bai

et al. 2017

Sci Rep

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In this study, the mechanistic and kinetic analysis for reactions of CF3OCH(CF3)2 and CF3OCF2CF2H with OH radicals and Cl atoms have been performed at the CCSD(T)//B3LYP/6-311++G(d,p) level. Kinetic isotope effects for reactions CF3OCH(CF3)2/CF3OCD(CF3)2 and CF3OCF2CF2H/CF3OCF2CF2D with OH and Cl were estimated so as to provide the theoretical estimation for future laboratory investigation. All rate constants, computed by canonical variational transition state theory (CVT) with the small-curvature tunneling correction (SCT), are in reasonable agreement with the limited experimental data. Standard enthalpies of formation for the species were also calculated. Atmospheric lifetime and global warming potentials (GWPs) of the reaction species were estimated, the large lifetimes and GWPs show that the environmental impact of them cannot be ignored. The organic nitrates can be produced by the further oxidation of CF3OC(•)(CF3)2 and CF3OCF2CF2• in the presence of O2 and NO. The subsequent decomposition pathways of CF3OC(O•)(CF3)2 and CF3OCF2CF2O• radicals were studied in detail. The derived Arrhenius expressions for the rate coefficients over 230–350 K are: k T(1) = 5.00 × 10−24T3.57 exp(−849.73/T), k T(2) = 1.79 × 10−24T4.84 exp(−4262.65/T), kT(3) = 1.94 × 10−24 T4.18 exp(−884.26/T), and k T(4) = 9.44 × 10−28T5.25 exp(−913.45/T) cm3 molecule−1 s−1.

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“…Thus, the hydrogen abstraction reaction rate constants of OH radical will be larger than that of Cl atom. Same conclusion can be found in similar reactions141526.…”

Section: Resultssupporting

confidence: 82%

mentioning

confidence: 99%

Theoretical insight into OH- and Cl-initiated oxidation of CF3OCH(CF3)2 and CF3OCF2CF2H & fate of CF3OC(X•)(CF3)2 and CF3OCF2CF2X• radicals (X=O, O2)

Bai

et al. 2017

Sci Rep

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“…Alternatively, desflurane, fluorinated methyl ethyl ether, differs from isoflurane only by substitution of fluorine for the chlorine found on the alphaethyl component of isoflurane. This change in structure could make desflurane less aggressive than isoflurane in interacting with other molecules, 46 including voltagedependent anion channel, adenine nucleotide translocase, and cyclophilin D, the components of mPTP. [16][17][18] Therefore, desflurane may cause a lesser degree of mPTP opening as compared to isoflurane.…”

Section: Discussionmentioning

confidence: 99%

Anesthetics isoflurane and desflurane differently affect mitochondrial function, learning, and memory

Zhang

Xie

2012

Annals of Neurology

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Objective-There are approximately 8.5 million Alzheimer disease (AD) patients who need anesthesia and surgery care every year. The inhalation anesthetic isoflurane, but not desflurane, has been shown to induce caspase activation and apoptosis, which are part of AD neuropathogenesis, through the mitochondria-dependent apoptosis pathway. However, the in vivo relevance, underlying mechanisms, and functional consequences of these findings remain largely to be determined.Methods-We therefore set out to assess the effects of isoflurane and desflurane on mitochondrial function, cytotoxicity, learning, and memory using flow cytometry, confocal microscopy, Western blot analysis, immunocytochemistry, and the fear conditioning test.Results-Here we show that isoflurane, but not desflurane, induces opening of mitochondrial permeability transition pore (mPTP), increase in levels of reactive oxygen species, reduction in NIH Public Access NIH-PA Author ManuscriptNIH-PA Author Manuscript NIH-PA Author Manuscript levels of mitochondrial membrane potential and adenosine-5′-triphosphate, activation of caspase 3, and impairment of learning and memory in cultured cells, mouse hippocampus neurons, mouse hippocampus, and mice. Moreover, cyclosporine A, a blocker of mPTP opening, attenuates isoflurane-induced mPTP opening, caspase 3 activation, and impairment of learning and memory. Finally, isoflurane may induce the opening of mPTP via increasing levels of reactive oxygen species.Interpretation-These findings suggest that desflurane could be a safer anesthetic for AD patients as compared to isoflurane, and elucidate the potential mitochondria-associated underlying mechanisms, and therefore have implications for use of anesthetics in AD patients, pending human study confirmation. 3 Therefore, there is a need to identify anesthetic(s) that will not induce or that will induce to a lesser degree AD neuropathogenesis and cognitive dysfunction. This opinion has been emphasized in the fields of both AD and anesthesia research. 4 The commonly used inhalation anesthetic isoflurane has been shown to induce caspase activation and apoptosis, and to increase β-amyloid protein (Aβ) oligomerization and accumulation in vitro and in vivo. [5][6][7][8][9][10][11][12][13] Desflurane, another commonly used inhalation anesthetic, may not induce these detrimental effects in cultured cells. 13,15,16 Consequently, it is important to further assess in vivo relevance, underlying mechanisms, and functional consequences (eg, learning and memory) of these observations. Therefore, we set out to determine whether isoflurane and desflurane may have different effects on learning and memory function and on mitochondrial function (eg, mitochondrial permeability transition pore [mPTP] opening).Isoflurane, but not desflurane, could induce the caspase activation and apoptosis through the mitochondria-dependent apoptosis pathway. 16 Mitochondrial dysfunction can lead to caspase activation and apoptosis, potentially through opening of mPTP, reductions in mitochond...

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“…Introduction Hydrofluoroethers (HFEs), without the potential of depleting ozone because of the absence of chlorine, iodine and bromine atoms in their molecules, are currently used as the third-generation substitutes for CFCs in foam blowing and aerosol propellant applications [1][2][3][4]. It is worth noting that HFEs may cause global warming because both the C-F and C-O bonds absorb the infrared radiation from the earth, although they have lower global warming potentials (GWPs) compared to the CFCs [5][6][7][8][9]. Therefore, it is important to know the loss mechanism and the environmental impact of HFEs.…”

Section: Please Scroll Down For Articlementioning

confidence: 99%

Theoretical investigation on the reaction mechanism of CF₃OCHF₂ + O(¹D)

Jia

Song

et al. 2011

Molecular Physics

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The reaction mechanism of the multi-channel reaction of CF 3 OCHF 2 þ O( 1 D) has been investigated theoretically. Three possible initial association ways are found, i.e. O( 1 D) insertion into the C-H bond to form energy-rich intermediates a(a 1 -a 4 ) CF 3 OCF 2 OH, O( 1 D) insertion into the C-O bond to form energy-rich intermediate b CF 3 OOCHF 2 , O( 1 D) addition to the F atom to generate intermediates c CHF 2 OCF 3 O and c 1 CF 3 OCFHOF. The geometries are optimized at the B3LYP/6-311G(d, p) level, and the energy profiles are further refined by MC-QCISD level of theory. The mechanism can generally be described as association, isomerization, and dissociation. There are five energetically accessible reaction pathways. Eight products are located on potential energy surfaces (PESs). It is predicted that the main products are P2 (F 2 CO þ CF 3 OH), P3 (2F 2 CO þ HF), and P4 (CF 3 OCFO þ HF), while P1 (CF 2 O(O)CF 3 þ H) and P5 (CF 3 O þ CF 2 HO) are minor products. Furthermore, to further reveal the thermodynamic properties, the enthalpies of formation of CF 3 OCHF 2 are evaluated via isodesmic reactions at the MC-QCISD//B3LYP/6-311G(d, p) level and the reaction enthalpies of the major reaction channels are calculated at the same level.

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Theoretical studies of the reactions of CF₃CHCLOCHF₂/CF₃CHFOCHF₂ with OH radical and Cl atom and their product radicals with OH

Cited by 21 publications

References 45 publications

Theoretical insight into OH- and Cl-initiated oxidation of CF3OCH(CF3)2 and CF3OCF2CF2H & fate of CF3OC(X•)(CF3)2 and CF3OCF2CF2X• radicals (X=O, O2)

Theoretical insight into OH- and Cl-initiated oxidation of CF3OCH(CF3)2 and CF3OCF2CF2H & fate of CF3OC(X•)(CF3)2 and CF3OCF2CF2X• radicals (X=O, O2)

Anesthetics isoflurane and desflurane differently affect mitochondrial function, learning, and memory

Theoretical investigation on the reaction mechanism of CF₃OCHF₂ + O(¹D)

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Theoretical studies of the reactions of CF3CHCLOCHF2/CF3CHFOCHF2 with OH radical and Cl atom and their product radicals with OH

Cited by 21 publications

References 45 publications

Theoretical insight into OH- and Cl-initiated oxidation of CF3OCH(CF3)2 and CF3OCF2CF2H & fate of CF3OC(X•)(CF3)2 and CF3OCF2CF2X• radicals (X=O, O2)

Theoretical insight into OH- and Cl-initiated oxidation of CF3OCH(CF3)2 and CF3OCF2CF2H & fate of CF3OC(X•)(CF3)2 and CF3OCF2CF2X• radicals (X=O, O2)

Anesthetics isoflurane and desflurane differently affect mitochondrial function, learning, and memory

Theoretical investigation on the reaction mechanism of CF3OCHF2 + O(1D)

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Theoretical studies of the reactions of CF₃CHCLOCHF₂/CF₃CHFOCHF₂ with OH radical and Cl atom and their product radicals with OH

Theoretical investigation on the reaction mechanism of CF₃OCHF₂ + O(¹D)