Theoretical analysis of the OH-initiated atmospheric oxidation reactions of imidazole

Almeida, Thomas Golin; Martí, Carles; Kurtén, Theo; Zádor, Judit; Johansen, Sommer L.

doi:10.1039/d4cp02103g

Title: Theoretical analysis of the OH-initiated atmospheric oxidation reactions of imidazole

Journal Article · 29 July 2024 · Physical Chemistry Chemical Physics

DOI: https://doi.org/10.1039/d4cp02103g · OSTI ID:2427000

^[1];

^[2]; Kurtén, Theo ^[1];

^[2]; Johansen, Sommer L. ^[2]

Univ. of Helsinki (Finland)
Sandia National Lab. (SNL-CA), Livermore, CA (United States)

Imidazoles are present in Earth's atmosphere in both the gas-phase and in aerosol particles, and have been implicated in the formation of brown carbon aerosols. The gas-phase oxidation of imidazole (C₃N₂H₄) by hydroxyl radicals has been shown to be preferentially initiated via OH-addition to position C5, producing the 5-hydroxyimidazolyl radical adduct. However, the fate of this adduct upon reaction with O₂ in the atmospheric gas-phase is currently unknown. We employed an automated approach to investigate the reaction mechanism and kinetics of imidazole's OH-initiated gas-phase oxidation, in the presence of O₂ and NO_x. The explored mechanism included reactions available to first-generation RO₂ radicals, as well as alkoxyl radicals produced from RO₂ + NO reactions. Product distributions were obtained by assembling and solving a master equation, under conditions relevant to the Earth's atmosphere. Our calculations show a complex, branched reaction mechanism, which nevertheless converges to yield two major closed-shell products: 4H-imidazol-4-ol (4H-4ol) and N,N′-diformylformamidine (FMF). At 298 K and 1 atm, we estimate the yields of 4H-4ol and FMF from imidazole oxidation initiated via OH-addition to position C5 to be 34 : 66, 12 : 85 and 2 : 95 under 10 ppt, 100 ppt and 1 ppb of NO respectively. This work also revealed O₂-migration pathways between the α-N-imino peroxyl radical isomers. This reaction channel is fast for the first-generation RO₂ radicals, and may be important during the atmospheric oxidation of other unsaturated organic nitrogen compounds as well.

View Journal Article

Cite

Export

Save

Research Organization:: Sandia National Laboratories (SNL-CA), Livermore, CA (United States)

Sponsoring Organization:: Research Council of Finland; USDOE; USDOE Laboratory Directed Research and Development (LDRD) Program; USDOE National Nuclear Security Administration (NNSA); USDOE Office of Science (SC), Basic Energy Sciences (BES). Chemical Sciences, Geosciences & Biosciences Division (CSGB)

Grant/Contract Number:: NA0003525

OSTI ID:: 2427000

Report Number(s):: SAND--2025-12919J

Journal Information:: Physical Chemistry Chemical Physics, Journal Name: Physical Chemistry Chemical Physics Journal Issue: 36 Vol. 26; ISSN 1463-9076; ISSN 1463-9084

Publisher:: Royal Society of Chemistry (RSC)Copyright Statement

Country of Publication:: United States

Language:: English

References (98)

MMFF VII. Characterization of MMFF94, MMFF94s, and other widely available force fields for conformational energies and for intermolecular-interaction energies and geometries Halgren, Thomas A. Journal of Computational Chemistry, Vol. 20, Issue 7 https://doi.org/10.1002/(SICI)1096-987X(199905)20:7<730::AID-JCC8>3.0.CO;2-T	journal	May 1999
Unimolecular Reactions of Peroxy Radicals in Atmospheric Chemistry and Combustion Glowacki, David R.; Pilling, Michael J. ChemPhysChem, Vol. 11, Issue 18 https://doi.org/10.1002/cphc.201000469	journal	September 2010
Efficient diffuse function-augmented basis sets for anion calculations. III. The 3-21+G basis set for first-row elements, Li-F Clark, Timothy; Chandrasekhar, Jayaraman; Spitznagel, G�nther W. Journal of Computational Chemistry, Vol. 4, Issue 3 https://doi.org/10.1002/jcc.540040303	journal	October 1983
Ueber die Einwirkung des Ammoniaks auf Glyoxal Debus, Heinrich Annalen der Chemie und Pharmacie, Vol. 107, Issue 2 https://doi.org/10.1002/jlac.18581070209	journal	January 1858
Separation and quantification of imidazoles in atmospheric particles using LC–Orbitrap‐MS Teich, Monique; Schmidtpott, Mechthild; Pinxteren, Dominik Journal of Separation Science, Vol. 43, Issue 3 https://doi.org/10.1002/jssc.201900689	journal	November 2019
The influence of polarization functions on molecular orbital hydrogenation energies Hariharan, P. C.; Pople, J. A. Theoretica Chimica Acta, Vol. 28, Issue 3 https://doi.org/10.1007/BF00533485	journal	January 1973
Rate studies of the reactions of the (CH3)2N radical with O2, NO, and NO2 Lindley, Charlet R. C.; Calvert, Jack G.; Shaw, John H. Chemical Physics Letters, Vol. 67, Issue 1 https://doi.org/10.1016/0009-2614(79)87105-5	journal	November 1979
The testing of models for unimolecular decomposition via inverse laplace transformation of experimental recombination rate data Davies, Joanne W.; Green, Nicholas J. B.; Pilling, Michael J. Chemical Physics Letters, Vol. 126, Issue 3-4 https://doi.org/10.1016/S0009-2614(86)80101-4	journal	May 1986
Atmospheric amines – Part I. A review Ge, Xinlei; Wexler, Anthony S.; Clegg, Simon L. Atmospheric Environment, Vol. 45, Issue 3 https://doi.org/10.1016/j.atmosenv.2010.10.012	journal	January 2011
A systematic theoretical study of imines formation from the atmospheric reactions of RnNH2−n with O2 and NO2 (R = CH3 and CH3CH2; n = 1 and 2) Tang, Yizhen; Nielsen, Claus Jørgen Atmospheric Environment, Vol. 55 https://doi.org/10.1016/j.atmosenv.2012.02.094	journal	August 2012
Temperature- and pH-dependent aqueous-phase kinetics of the reactions of glyoxal and methylglyoxal with atmospheric amines and ammonium sulfate Sedehi, Nahzaneen; Takano, Hiromi; Blasic, Vanessa A. Atmospheric Environment, Vol. 77 https://doi.org/10.1016/j.atmosenv.2013.05.070	journal	October 2013
Aliphatic amines at the Cape Verde Atmospheric Observatory: Abundance, origins and sea-air fluxes van Pinxteren, Manuela; Fomba, Khanneh Wadinga; van Pinxteren, Dominik Atmospheric Environment, Vol. 203 https://doi.org/10.1016/j.atmosenv.2019.02.011	journal	April 2019
Mechanism and predictive model development of reaction rate constants for N-center radicals with O2 Liu, Cong; Ma, Fangfang; Elm, Jonas Chemosphere, Vol. 237 https://doi.org/10.1016/j.chemosphere.2019.124411	journal	December 2019
Ab initio kinetic mechanism of OH-initiated atmospheric oxidation of pyrrole Mai, Tam V. -T.; Nguyen, Hieu T.; Huynh, Lam K. Chemosphere, Vol. 263 https://doi.org/10.1016/j.chemosphere.2020.127850	journal	January 2021
Reaction Mechanism Generator: Automatic construction of chemical kinetic mechanisms Gao, Connie W.; Allen, Joshua W.; Green, William H. Computer Physics Communications, Vol. 203 https://doi.org/10.1016/j.cpc.2016.02.013	journal	June 2016
KinBot: Automated stationary point search on potential energy surfaces Van de Vijver, Ruben; Zádor, Judit Computer Physics Communications, Vol. 248 https://doi.org/10.1016/j.cpc.2019.106947	journal	March 2020
Computational study of the stability of α-hydroperoxyl- or α-alkylperoxyl substituted alkyl radicals Vereecken, L.; Nguyen, T. L.; Hermans, I. Chemical Physics Letters, Vol. 393, Issue 4-6 https://doi.org/10.1016/j.cplett.2004.06.076	journal	August 2004
W4-11: A high-confidence benchmark dataset for computational thermochemistry derived from first-principles W4 data Karton, Amir; Daon, Shauli; Martin, Jan M. L. Chemical Physics Letters, Vol. 510, Issue 4-6 https://doi.org/10.1016/j.cplett.2011.05.007	journal	July 2011
Kinetics of elementary reactions in low-temperature autoignition chemistry Zádor, Judit; Taatjes, Craig A.; Fernandes, Ravi X. Progress in Energy and Combustion Science, Vol. 37, Issue 4 https://doi.org/10.1016/j.pecs.2010.06.006	journal	August 2011
An experimental and computational investigation of the reaction between pent-1-en-3-yl radicals and oxygen molecules under autoignition conditions Pekkanen, Timo T.; Lendvay, György; Döntgen, Malte Proceedings of the Combustion Institute, Vol. 39, Issue 1 https://doi.org/10.1016/j.proci.2022.07.176	journal	January 2023
Insights into high concentrations of particle-bound imidazoles in the background atmosphere of southern China: Potential sources and influencing factors He, Chunqian; Wang, Hao; Gong, Daocheng Science of The Total Environment, Vol. 806 https://doi.org/10.1016/j.scitotenv.2021.150804	journal	February 2022
Aerial drone furnished with miniaturized versatile air sampling systems for selective collection of nitrogen containing compounds in boreal forest Pusfitasari, Eka Dian; Ruiz-Jimenez, Jose; Heiskanen, Ilmari Science of The Total Environment, Vol. 808 https://doi.org/10.1016/j.scitotenv.2021.152011	journal	February 2022
Long-term stable and efficient degradation of ornidazole with minimized by-product formation by a biological sulfidogenic process based on elemental sulfur Zeng, Jiajia; Xu, Shuqun; Lin, Keyue Water Research, Vol. 249 https://doi.org/10.1016/j.watres.2023.120940	journal	February 2024
Human health risk assessment of nitrosamines and nitramines for potential application in CO2 capture Ravnum, S.; Rundén-Pran, E.; Fjellsbø, L. M. Regulatory Toxicology and Pharmacology, Vol. 69, Issue 2 https://doi.org/10.1016/j.yrtph.2014.04.002	journal	July 2014
Highly Oxygenated Organic Molecules (HOM) from Gas-Phase Autoxidation Involving Peroxy Radicals: A Key Contributor to Atmospheric Aerosol Bianchi, Federico; Kurtén, Theo; Riva, Matthieu Chemical Reviews, Vol. 119, Issue 6 https://doi.org/10.1021/acs.chemrev.8b00395	journal	January 2019
New Insights into the Radical Chemistry and Product Distribution in the OH-Initiated Oxidation of Benzene Xu, Lu; Møller, Kristian H.; Crounse, John D. Environmental Science & Technology, Vol. 54, Issue 21 https://doi.org/10.1021/acs.est.0c04780	journal	October 2020
First Quantification of Imidazoles in Ambient Aerosol Particles: Potential Photosensitizers, Brown Carbon Constituents, and Hazardous Components Teich, Monique; van Pinxteren, Dominik; Kecorius, Simonas Environmental Science & Technology, Vol. 50, Issue 3 https://doi.org/10.1021/acs.est.5b05474	journal	January 2016
Gas-Phase Mechanisms of the Reactions of Reduced Organic Nitrogen Compounds with OH Radicals Borduas, Nadine; Abbatt, Jonathan P. D.; Murphy, Jennifer G. Environmental Science & Technology, Vol. 50, Issue 21 https://doi.org/10.1021/acs.est.6b03797	journal	October 2016
Evidence for the Formation of Imidazole from Carbonyls and Reduced Nitrogen Species at the Individual Particle Level in the Ambient Atmosphere Lian, Xiufeng; Zhang, Guohua; Yang, Yuxiang Environmental Science & Technology Letters, Vol. 8, Issue 1 https://doi.org/10.1021/acs.estlett.0c00722	journal	October 2020
Interfacial Ozone Oxidation Chemistry at a Riverine Surface Microlayer as a Source of Nitrogen Organic Compounds Wang, Yiqun; Deng, Huifan; Li, Pan Environmental Science & Technology Letters, Vol. 9, Issue 6 https://doi.org/10.1021/acs.estlett.2c00130	journal	May 2022
Automated Reaction Kinetics of Gas-Phase Organic Species over Multiwell Potential Energy Surfaces Zádor, Judit; Martí, Carles; Van de Vijver, Ruben The Journal of Physical Chemistry A, Vol. 127, Issue 3 https://doi.org/10.1021/acs.jpca.2c06558	journal	January 2023
Experimental and Theoretical Study of the OH-Initiated Degradation of Piperidine under Simulated Atmospheric Conditions Tan, Wen; Zhu, Liang; Mikoviny, Tomas The Journal of Physical Chemistry A, Vol. 128, Issue 14 https://doi.org/10.1021/acs.jpca.3c08415	journal	March 2024
Unimolecular HO ₂ Loss from Peroxy Radicals Formed in Autoxidation Is Unlikely under Atmospheric Conditions Hyttinen, Noora; Knap, Hasse C.; Rissanen, Matti P. The Journal of Physical Chemistry A, Vol. 120, Issue 20 https://doi.org/10.1021/acs.jpca.6b02281	journal	May 2016
Importance of Unimolecular HO ₂ Elimination in the Heterogeneous OH Reaction of Highly Oxygenated Tartaric Acid Aerosol Cheng, Chiu Tung; Chan, Man Nin; Wilson, Kevin R. The Journal of Physical Chemistry A, Vol. 120, Issue 29 https://doi.org/10.1021/acs.jpca.6b05289	journal	July 2016
Photoactivated Production of Secondary Organic Species from Isoprene in Aqueous Systems Li, Wan-Yi; Li, Xia; Jockusch, Steffen The Journal of Physical Chemistry A, Vol. 120, Issue 45 https://doi.org/10.1021/acs.jpca.6b07932	journal	November 2016
Cost-Effective Implementation of Multiconformer Transition State Theory for Peroxy Radical Hydrogen Shift Reactions Møller, Kristian H.; Otkjær, Rasmus V.; Hyttinen, Noora The Journal of Physical Chemistry A, Vol. 120, Issue 51 https://doi.org/10.1021/acs.jpca.6b09370	journal	December 2016
OH-Initiated Oxidation of Imidazoles in Tropospheric Aqueous-Phase Chemistry Felber, Tamara; Schaefer, Thomas; Herrmann, Hartmut The Journal of Physical Chemistry A, Vol. 123, Issue 8 https://doi.org/10.1021/acs.jpca.8b11636	journal	January 2019
Effects of Organic Matrices on Nucleophilic Aqueous Aerosol Chemistry: Yields and Mechanistic Insight for Brown Carbon Formation from Glyoxal and Ammonia Drozd, Greg T.; Brown, Katherine Sun-Mi; Karp, Hannah Q. ACS Earth and Space Chemistry, Vol. 6, Issue 7 https://doi.org/10.1021/acsearthspacechem.2c00068	journal	June 2022
Atmospheric Oxidation of Imine Derivative of Piperazine Initiated by OH Radical Almeida, Thomas Golin; Kurtén, Theo ACS Earth and Space Chemistry, Vol. 6, Issue 10 https://doi.org/10.1021/acsearthspacechem.2c00170	journal	September 2022
Atmospheric Oxidation of Piperazine Initiated by OH: A Theoretical Kinetics Investigation Ren, Zhonghua; da Silva, Gabriel ACS Earth and Space Chemistry, Vol. 3, Issue 11 https://doi.org/10.1021/acsearthspacechem.9b00227	journal	September 2019
The Atmospheric Chemistry of Alkoxy Radicals Orlando, John J.; Tyndall, Geoffrey S.; Wallington, Timothy J. Chemical Reviews, Vol. 103, Issue 12 https://doi.org/10.1021/cr020527p	journal	December 2003
Optical Properties of Secondary Organic Aerosols and Their Changes by Chemical Processes Moise, Tamar; Flores, J. Michel; Rudich, Yinon Chemical Reviews, Vol. 115, Issue 10 https://doi.org/10.1021/cr5005259	journal	February 2015
Chemistry of Atmospheric Brown Carbon Laskin, Alexander; Laskin, Julia; Nizkorodov, Sergey A. Chemical Reviews, Vol. 115, Issue 10 https://doi.org/10.1021/cr5006167	journal	February 2015
Molecular Characterization of Nitrogen-Containing Organic Compounds in Biomass Burning Aerosols Using High-Resolution Mass Spectrometry Laskin, Alexander; Smith, Jeffrey S.; Laskin, Julia Environmental Science & Technology, Vol. 43, Issue 10 https://doi.org/10.1021/es803456n	journal	May 2009
Secondary Organic Aerosol-Forming Reactions of Glyoxal with Amino Acids Haan, David O. De; Corrigan, Ashley L.; Smith, Kyle W. Environmental Science & Technology, Vol. 43, Issue 8 https://doi.org/10.1021/es803534f	journal	April 2009
Molecular Parameters for Normal Fluids. Lennard-Jones 12-6 Potential Tee, L. S.; Gotoh, Sukehiro; Stewart, W. E. Industrial & Engineering Chemistry Fundamentals, Vol. 5, Issue 3 https://doi.org/10.1021/i160019a011	journal	August 1966
Fitting of pressure-dependent kinetic rate data by master equation/inverse Laplace transform analysis Robertson, S. H.; Pilling, M. J.; Baulch, D. L. The Journal of Physical Chemistry, Vol. 99, Issue 36 https://doi.org/10.1021/j100036a020	journal	September 1995
Gas-Phase Reactions of (CH3)2N Radicals with NO and NO2 Lazarou, Yannis G.; Kambanis, Kyriakos G.; Papagiannakopoulos, Panos The Journal of Physical Chemistry, Vol. 98, Issue 8 https://doi.org/10.1021/j100059a022	journal	February 1994
Polarographic and optical pulse radiolysis study of the radicals formed by hydroxyl radical attack on imidazole and related compounds in aqueous solutions Bansal, K. M.; Sellers, R. M. The Journal of Physical Chemistry, Vol. 79, Issue 17 https://doi.org/10.1021/j100584a006	journal	August 1975
Electron spin resonance study of the reaction of hydroxyl radicals with pyrrole, imidazole, and related compounds Samunl, A.; Neta, P. The Journal of Physical Chemistry, Vol. 77, Issue 13 https://doi.org/10.1021/j100632a007	journal	June 1973
Tunnelling Corrections for Unsymmetrical Eckart Potential Energy Barriers Johnston, Harold S.; Heicklen, Julian The Journal of Physical Chemistry, Vol. 66, Issue 3 https://doi.org/10.1021/j100809a040	journal	March 1962
Thermodynamics and Kinetics of Imidazole Formation from Glyoxal, Methylamine, and Formaldehyde: A Computational Study Kua, Jeremy; Krizner, Hadley E.; De Haan, David O. The Journal of Physical Chemistry A, Vol. 115, Issue 9 https://doi.org/10.1021/jp111527x	journal	March 2011
Comprehensive NO-Dependent Study of the Products of the Oxidation of Atmospherically Relevant Aromatic Compounds Birdsall, Adam W.; Elrod, Matthew J. The Journal of Physical Chemistry A, Vol. 115, Issue 21 https://doi.org/10.1021/jp2010327	journal	May 2011
MESMER: An Open-Source Master Equation Solver for Multi-Energy Well Reactions Glowacki, David R.; Liang, Chi-Hsiu; Morley, Christopher The Journal of Physical Chemistry A, Vol. 116, Issue 38 https://doi.org/10.1021/jp3051033	journal	September 2012
CH ₂ NH ₂ + O ₂ and CH ₃ CHNH ₂ + O ₂ Reaction Kinetics: Photoionization Mass Spectrometry Experiments and Master Equation Calculations Rissanen, Matti P.; Eskola, Arkke J.; Nguyen, Thanh Lam The Journal of Physical Chemistry A, Vol. 118, Issue 12 https://doi.org/10.1021/jp411238e	journal	March 2014
Atmospheric Oxidation Mechanism of Toluene Wu, Runrun; Pan, Shanshan; Li, Yun The Journal of Physical Chemistry A, Vol. 118, Issue 25 https://doi.org/10.1021/jp500077f	journal	June 2014
Experimental and Theoretical Understanding of the Gas Phase Oxidation of Atmospheric Amides with OH Radicals: Kinetics, Products, and Mechanisms Borduas, Nadine; da Silva, Gabriel; Murphy, Jennifer G. The Journal of Physical Chemistry A, Vol. 119, Issue 19 https://doi.org/10.1021/jp503759f	journal	July 2014
Atmospheric Gas Phase Chemistry of CH ₂ ═NH and HNC. A First-Principles Approach Bunkan, Arne Joakim C.; Tang, Yizhen; Sellevåg, Stig R. The Journal of Physical Chemistry A, Vol. 118, Issue 28 https://doi.org/10.1021/jp5049088	journal	July 2014
Electronic Structure of a Transient Histidine Radical in Liquid Aqueous Solution: EPR Continuous-Flow Studies and Density Functional Calculations Lassmann, Günter; Eriksson, Leif A.; Himo, Fahmi The Journal of Physical Chemistry A, Vol. 103, Issue 9 https://doi.org/10.1021/jp9843454	journal	February 1999
Mechanism of Hydroxyl Radical Addition to Imidazole and Subsequent Water Elimination Llano, Jorge; Eriksson, Leif A. The Journal of Physical Chemistry B, Vol. 103, Issue 26 https://doi.org/10.1021/jp9902957	journal	June 1999
Concerted HO₂ Elimination from α-Aminoalkylperoxyl Free Radicals: Experimental and Theoretical Evidence from the Gas-Phase NH₂^•CHCO₂^– + O₂ Reaction da Silva, Gabriel; Kirk, Benjamin B.; Lloyd, Celli The Journal of Physical Chemistry Letters, Vol. 3, Issue 7 https://doi.org/10.1021/jz300118k	journal	March 2012
Autoxidation of Organic Compounds in the Atmosphere Crounse, John D.; Nielsen, Lasse B.; Jørgensen, Solvejg The Journal of Physical Chemistry Letters, Vol. 4, Issue 20 https://doi.org/10.1021/jz4019207	journal	September 2013
endo-Cyclization of unsaturated RO ₂ radicals from the gas-phase ozonolysis of cyclohexadienes Richters, Stefanie; Pfeifle, Mark; Olzmann, Matthias Chemical Communications, Vol. 53, Issue 29 https://doi.org/10.1039/C7CC01350G	journal	January 2017
Theoretical analysis of glyoxal condensation with ammonia in aqueous solution Tuguldurova, Vera P.; Fateev, Alexander V.; Poleshchuk, Oleg Kh. Physical Chemistry Chemical Physics, Vol. 21, Issue 18 https://doi.org/10.1039/C8CP07270A	journal	January 2019
Atmospheric oxidation reactions of imidazole initiated by hydroxyl radicals: kinetics and mechanism of reactions and atmospheric implications Safaei, Zahra; Shiroudi, Abolfazl; Zahedi, Ehsan Physical Chemistry Chemical Physics, Vol. 21, Issue 16 https://doi.org/10.1039/C9CP00632J	journal	January 2019
Comment on “Atmospheric oxidation reactions of imidazole initiated by hydroxyl radicals: kinetics and mechanism of reactions and atmospheric implications” by Safaei et al., Phys. Chem. Chem. Phys., 2019, 21, 8445 Mai, Tam V. -T.; Huynh, Lam K. Physical Chemistry Chemical Physics, Vol. 21, Issue 37 https://doi.org/10.1039/C9CP02187F	journal	January 2019
Atmospheric chemistry of oxazole: the mechanism and kinetic studies of the oxidation reaction initiated by OH radicals Shiroudi, Abolfazl; Abdel-Rahman, Mohamed A.; El-Nahas, Ahmed M. New Journal of Chemistry, Vol. 45, Issue 4 https://doi.org/10.1039/D0NJ05797E	journal	January 2021
Photosensitization mechanisms at the air–water interface of aqueous aerosols Martins-Costa, Marilia T. C.; Anglada, Josep M.; Francisco, Joseph S. Chemical Science, Vol. 13, Issue 9 https://doi.org/10.1039/D1SC06866K	journal	January 2022
Long-range corrected hybrid density functionals with damped atom–atom dispersion corrections Chai, Jeng-Da; Head-Gordon, Martin Physical Chemistry Chemical Physics, Vol. 10, Issue 44 https://doi.org/10.1039/b810189b	journal	January 2008
Laboratory studies of organic peroxy radical chemistry: an overview with emphasis on recent issues of atmospheric significance Orlando, John J.; Tyndall, Geoffrey S. Chemical Society Reviews, Vol. 41, Issue 19 https://doi.org/10.1039/c2cs35166h	journal	January 2012
Organic aerosol formation photo-enhanced by the formation of secondary photosensitizers in aerosols Aregahegn, Kifle Z.; Nozière, Barbara; George, Christian Faraday Discussions, Vol. 165 https://doi.org/10.1039/c3fd00044c	journal	January 2013
Self‐Consistent Molecular‐Orbital Methods. IX. An Extended Gaussian‐Type Basis for Molecular‐Orbital Studies of Organic Molecules Ditchfield, R.; Hehre, W. J.; Pople, J. A. The Journal of Chemical Physics, Vol. 54, Issue 2 https://doi.org/10.1063/1.1674902	journal	January 1971
Self—Consistent Molecular Orbital Methods. XII. Further Extensions of Gaussian—Type Basis Sets for Use in Molecular Orbital Studies of Organic Molecules Hehre, W. J.; Ditchfield, R.; Pople, J. A. The Journal of Chemical Physics, Vol. 56, Issue 5, p. 2257-2261 https://doi.org/10.1063/1.1677527	journal	March 1972
The Activated Complex in Chemical Reactions Eyring, Henry The Journal of Chemical Physics, Vol. 3, Issue 2 https://doi.org/10.1063/1.1749604	journal	February 1935
Two-electron distribution functions and short-range electron correlations of atoms and molecules by first principles T-matrix calculations Noguchi, Yoshifumi; Ishii, Soh; Ohno, Kaoru The Journal of Chemical Physics, Vol. 125, Issue 11 https://doi.org/10.1063/1.2348879	journal	September 2006
Systematically convergent basis sets for explicitly correlated wavefunctions: The atoms H, He, B–Ne, and Al–Ar Peterson, Kirk A.; Adler, Thomas B.; Werner, Hans-Joachim The Journal of Chemical Physics, Vol. 128, Issue 8 https://doi.org/10.1063/1.2831537	journal	February 2008
Simplified CCSD(T)-F12 methods: Theory and benchmarks Knizia, Gerald; Adler, Thomas B.; Werner, Hans-Joachim The Journal of Chemical Physics, Vol. 130, Issue 5 https://doi.org/10.1063/1.3054300	journal	February 2009
Gaussian basis sets for use in correlated molecular calculations. I. The atoms boron through neon and hydrogen Dunning, Thom H. The Journal of Chemical Physics, Vol. 90, Issue 2 https://doi.org/10.1063/1.456153	journal	January 1989
Electron affinities of the first‐row atoms revisited. Systematic basis sets and wave functions Kendall, Rick A.; Dunning, Thom H.; Harrison, Robert J. The Journal of Chemical Physics, Vol. 96, Issue 9 https://doi.org/10.1063/1.462569	journal	May 1992
A new mixing of Hartree–Fock and local density‐functional theories Becke, Axel D. The Journal of Chemical Physics, Vol. 98, Issue 2 https://doi.org/10.1063/1.464304	journal	January 1993
The Molpro quantum chemistry package Werner, Hans-Joachim; Knowles, Peter J.; Manby, Frederick R. The Journal of Chemical Physics, Vol. 152, Issue 14 https://doi.org/10.1063/5.0005081	journal	April 2020
Dataset of noncovalent intermolecular interaction energy curves for 24 small high-spin open-shell dimers Madajczyk, Katarzyna; Żuchowski, Piotr S.; Brzȩk, Filip The Journal of Chemical Physics, Vol. 154, Issue 13 https://doi.org/10.1063/5.0043793	journal	April 2021
Examining the ground and first excited states of methyl peroxy radical with high-level coupled-cluster theory Copan, Andreas V.; Schaefer, Henry F.; Agarwal, Jay Molecular Physics, Vol. 113, Issue 19-20 https://doi.org/10.1080/00268976.2015.1063729	journal	July 2015
Estimation of Pure-Component Properties from Group-Contributions Joback, K. G.; Reid, R. C. Chemical Engineering Communications, Vol. 57, Issue 1-6 https://doi.org/10.1080/00986448708960487	journal	July 1987
Is either direct photolysis or photocatalysed H-shift of peroxyl radicals a competitive pathway in the troposphere? Valiev, Rashid R.; Kurten, Theo Royal Society Open Science, Vol. 7, Issue 9 https://doi.org/10.1098/rsos.200521	journal	September 2020
The Penetration of a Potential Barrier by Electrons Eckart, Carl Physical Review, Vol. 35, Issue 11 https://doi.org/10.1103/PhysRev.35.1303	journal	June 1930
Development of the Colle-Salvetti correlation-energy formula into a functional of the electron density Lee, Chengteh; Yang, Weitao; Parr, Robert G. Physical Review B, Vol. 37, Issue 2 https://doi.org/10.1103/PhysRevB.37.785	journal	January 1988
Direct observation and kinetics of a hydroperoxyalkyl radical (QOOH) Savee, John D.; Papajak, Ewa; Rotavera, Brandon Science, Vol. 347, Issue 6222 https://doi.org/10.1126/science.aaa1495	journal	February 2015
COMPOSIÇÃO QUÍMICA E ATIVIDADES FOTOPROTETORA E ANTIRADICALAR IN VITRO DOS GALHOS DE Platonia insignis (CLUSIACEAE) Silva, Andréia; Moreira, Rodrigo; Sousa, Renato Química Nova, Vol. 44 https://doi.org/10.21577/0100-4042.20170718	journal	January 2021
Aerosol mass spectrometer constraint on the global secondary organic aerosol budget Spracklen, D. V.; Jimenez, J. L.; Carslaw, K. S. Atmospheric Chemistry and Physics, Vol. 11, Issue 23 https://doi.org/10.5194/acp-11-12109-2011	journal	January 2011
Estimation of rate coefficients and branching ratios for gas-phase reactions of OH with aliphatic organic compounds for use in automated mechanism construction Jenkin, Michael E.; Valorso, Richard; Aumont, Bernard Atmospheric Chemistry and Physics, Vol. 18, Issue 13 https://doi.org/10.5194/acp-18-9297-2018	journal	January 2018
Estimation of rate coefficients and branching ratios for gas-phase reactions of OH with aromatic organic compounds for use in automated mechanism construction Jenkin, Michael E.; Valorso, Richard; Aumont, Bernard Atmospheric Chemistry and Physics, Vol. 18, Issue 13 https://doi.org/10.5194/acp-18-9329-2018	journal	January 2018
Estimation of rate coefficients and branching ratios for reactions of organic peroxy radicals for use in automated mechanism construction Jenkin, Michael E.; Valorso, Richard; Aumont, Bernard Atmospheric Chemistry and Physics, Vol. 19, Issue 11 https://doi.org/10.5194/acp-19-7691-2019	journal	January 2019
Modeling radiative and climatic effects of brown carbon aerosols with the ARPEGE-Climat global climate model Drugé, Thomas; Nabat, Pierre; Mallet, Marc Atmospheric Chemistry and Physics, Vol. 22, Issue 18 https://doi.org/10.5194/acp-22-12167-2022	journal	September 2022
Vertical profiles of volatile organic compounds and fine particles in atmospheric air by using an aerial drone with miniaturized samplers and portable devices Pusfitasari, Eka Dian; Ruiz-Jimenez, Jose; Tiusanen, Aleksi Atmospheric Chemistry and Physics, Vol. 23, Issue 10 https://doi.org/10.5194/acp-23-5885-2023	journal	May 2023
Glyoxal uptake on ammonium sulphate seed aerosol: reaction products and reversibility of uptake under dark and irradiated conditions Galloway, M. M.; Chhabra, P. S.; Chan, A. W. H. Atmospheric Chemistry and Physics, Vol. 9, Issue 10 https://doi.org/10.5194/acp-9-3331-2009	journal	January 2009
The formation, properties and impact of secondary organic aerosol: current and emerging issues Hallquist, M.; Wenger, J. C.; Baltensperger, U. Atmospheric Chemistry and Physics, Vol. 9, Issue 14 https://doi.org/10.5194/acp-9-5155-2009	journal	January 2009
Quantification of Imidazole Compounds in Ambient Aerosols at Suburban and Forest Sites in Western Japan Takao, Yuji; Atarashi, Takumi; Kubo, Takashi Asian Journal of Atmospheric Environment, Vol. 13, Issue 4 https://doi.org/10.5572/ajae.2019.13.4.259	journal	December 2019

Similar Records

Reaction analogues in the radiation-induced deamination and dephosphorylation of bio-organic molecules 2: Oxygenated solutions

Technical Report · 1988 · OSTI ID:5168968

Garrison, W M

Sulfur Dioxide Accelerates the Heterogeneous Oxidation Rate of Organic Aerosol by Hydroxyl Radicals

Journal Article · 2016 · Environmental Science and Technology · OSTI ID:1454461

Richards-Henderson, Nicole K.; Goldstein, Allen H.; Wilson, Kevin R.

Sensitivity analysis of O{sub 3} and photochemical indicators using a mixed-phase chemistry box model and automatic differentiation technology

Conference · 1997 · OSTI ID:351053

Zhang, Y; Easter, R C; Bischof, C H; +1 more

Title: Theoretical analysis of the OH-initiated atmospheric oxidation reactions of imidazole

Citation Formats

References (98)

Similar Records

Related Subjects