Chlorine initiated photooxidation of (CH3)3CC(O)H in the presence of NO2 and photolysis at 254nm. Synthesis and thermal stability of (CH3)3CC(O)OONO2

Henao, Diana; Argüello, Gustavo A.; Malanca, Fabio Ernesto

doi:10.1016/j.jphotochem.2014.11.008

Cited by 4 publications

(6 citation statements)

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“…The last two reference spectra (peroxynitrate and nitrate) were obtained through synthesis of bulk quantities following photo-oxidation of mixtures of trimethylacetaldehyde, (CH 3 ) 3 COC(O)H, initiated by chlorine atoms in the presence of nitrogen dioxide in gas phase using a proven methodology. 10,18 According to the photo-oxidation products observed in the absence and presence of nitrogen dioxide, the reaction mechanism presented in Scheme 1 was proposed. The scheme describes only the attack to the methyl group on account of the SAR method ́s estimation as was discussed.…”

Section: ■ Results and Discussionmentioning

confidence: 99%

“…Further traces correspond to the reference spectrum of formic acid, the result of its subtraction to “Trace A” (named “Trace B”), and reference spectra of (CH 3 ) 3 COC(O)OONO 2 and (CH 3 ) 3 CONO 2 . The last two reference spectra (peroxynitrate and nitrate) were obtained through synthesis of bulk quantities following photo-oxidation of mixtures of trimethylacetaldehyde, (CH 3 ) 3 COC(O)H, initiated by chlorine atoms in the presence of nitrogen dioxide in gas phase using a proven methodology. , …”

Section: Resultsmentioning

confidence: 99%

“…Chlorine (>99%) was prepared from the reaction between KMnO 4 and HCl and further distilled. NO 2 (>99%) was obtained from thermal decomposition of Pb(NO 3 ) 2 …”

Section: Methodsmentioning

confidence: 99%

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Photooxidation of Di-tert-butyl Malonate in the Presence and Absence of Nitrogen Dioxide

et al. 2016

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The rate constant for the reaction of di-tert-butyl malonate (DTBM) with chlorine atoms in gas-phase was measured using cyclohexane and pentane as references. The measurements lead to a value of (1.5  0.1) x 10-10 cm3 molecule-1 s-1. The subsequent photo-oxidation mechanism of DTBM in the absence and presence of nitrogen dioxide was investigated. The main carbonated products identified in the first case were acetone, formic acid, carbon monoxide, and carbon dioxide. The addition of nitrogen dioxide lead besides to the formation of (CH3)3CC(O)OONO2 and (CH3)3CONO2. The proposed photo-oxidation mechanism was supported both experimentally and by computational calculations. The results reveal that the (CH3)3COC(O)CH2C(O)OC(CH3)2O• radical formed reacts according to two competitive reactions: decomposition to yield acetone and (CH3)3COC(O)CH2C(O)O• radical (55 ± 2) %, and migration of the H-atom of the methylene group to the terminal oxygen atom (40 ± 3) %.

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Section: ■ Results and Discussionmentioning

confidence: 99%

Section: Resultsmentioning

confidence: 99%

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Photooxidation of Di-tert-butyl Malonate in the Presence and Absence of Nitrogen Dioxide

et al. 2016

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“…Our laboratory has synthesized and characterized many peroxyacyl nitrates. [3][4][5][6][7][8][9][10][11][12][13] In the present article, the focus of the study is set on the thermal stability of the C x F 2x+1 C(O)OONO 2 family (x = 2, 3, 4), formed from the atmospheric degradation of molecules containing the C x F 2x+1 C(O) moiety. These include for example the perfluoroaldehydes, C x F 2x+1 C(O)H, which are formed in the atmospheric degradation of telomeric alcohols, C x F 2x+1 CH 2 CH 2 OH (x = 2, 4).…”

Section: Introductionmentioning

confidence: 99%

“…They are a reservoir of nitrogen dioxide and peroxy radicals. , In the atmosphere, PANs can be transported from polluted sites to higher altitudes in the troposphere and the tropopause, where the lower temperatures increase their stability, and finally reach remote sites, polluting remote locations. Our laboratory has synthesized and characterized many peroxyacyl nitrates. − …”

Section: Introductionmentioning

confidence: 99%

Thermal Decomposition of C_xF_2x+1C(O)OONO₂ (x = 2, 3, 4)

et al. 2020

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The atmospheric degradation of molecules containing the C x F 2x+1 C(O) moiety, such as perfluoroaldehydes C x F 2x+1 C(O)H (x = 2 -4) formed in the degradation of telomeric alcohols, could lead to the formation of perfluoroacyl peroxynitrates C x F 2x+1 C(O)OONO 2 . The thermal decomposition of the C x F 2x+1 C(O)OONO 2 family (x = 2, 3, 4) was investigated by infrared spectroscopy and computational models. Each peroxynitrate synthesis was performed through the photolysis of gas mixtures of the corresponding perfluoroaldehyde, chlorine, nitrogen dioxide, and oxygen. Kinetic analysis for the thermal decomposition of peroxynitrates were performed in the range from 297.0 K to 313.7 K at a total pressure of 1000 mbar and the activation energy was experimentally determined.Experimental data were complemented with theoretical data using Gaussian09 Program Suite. The structures of peroxynitrates were optimized using DFT methods. The activation energies were calculated and investigated taking into account the stereoelectronic effects and by using theoretical calculations as well as NBO analysis. The influence of anomeric interaction over the O-N bond was evaluated for all the molecules.

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Atmospheric degradation of n -butyl formate in the presence of O 2 and NO 2

Vila

Argüello

Malanca

2018

Journal of Photochemistry and Photobiology A: Chemistry

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Chlorine initiated photooxidation of (CH3)3CC(O)H in the presence of NO2 and photolysis at 254nm. Synthesis and thermal stability of (CH3)3CC(O)OONO2

Cited by 4 publications

References 29 publications

Photooxidation of Di-tert-butyl Malonate in the Presence and Absence of Nitrogen Dioxide

Photooxidation of Di-tert-butyl Malonate in the Presence and Absence of Nitrogen Dioxide

Thermal Decomposition of C_xF_2x+1C(O)OONO₂ (x = 2, 3, 4)

Atmospheric degradation of n -butyl formate in the presence of O 2 and NO 2

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Chlorine initiated photooxidation of (CH3)3CC(O)H in the presence of NO2 and photolysis at 254nm. Synthesis and thermal stability of (CH3)3CC(O)OONO2

Cited by 4 publications

References 29 publications

Photooxidation of Di-tert-butyl Malonate in the Presence and Absence of Nitrogen Dioxide

Photooxidation of Di-tert-butyl Malonate in the Presence and Absence of Nitrogen Dioxide

Thermal Decomposition of CxF2x+1C(O)OONO2 (x = 2, 3, 4)

Atmospheric degradation of n -butyl formate in the presence of O 2 and NO 2

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Thermal Decomposition of C_xF_2x+1C(O)OONO₂ (x = 2, 3, 4)