ACS Publications. Most Trusted. Most Cited. Most Read

OR SEARCH CITATIONS

My Activity
Recently Viewed
You have not visited any articles yet, Please visit some articles to see contents here.
Publications
CONTENT TYPES

Figure 1Loading Img
Download Hi-Res ImageDownload to MS-PowerPointCite This:J. Phys. Chem. A 2005, 109, 19, 4303-4311
RETURN TO ISSUEPREVArticleNEXT

Kinetics of α-Hydroxy-alkylperoxyl Radicals in Oxidation Processes. HO2•-Initiated Oxidation of Ketones/Aldehydes near the Tropopause

View Author Information
Division of Quantum Chemistry and Physical Chemistry, Department of Chemistry, KULeuven, Celestijnenlaan 200F, B-3001 Heverlee, Belgium, Centre for Surface Chemistry and Catalysis, Department of Interphase Chemistry, KULeuven, Kasteelpark Arenberg 23, B-3001 Heverlee, Belgium, and Belgian Institute for Space Aeronomy, Avenue Circulaire 3, B-1180 Brussels, Belgium
Cite this: J. Phys. Chem. A 2005, 109, 19, 4303–4311
Publication Date (Web):April 14, 2005
https://doi.org/10.1021/jp044080v
Copyright © 2005 American Chemical Society
RIGHTS & PERMISSIONS
Article Views
959
Altmetric
-
Citations
81
LEARN ABOUT THESE METRICS
Read OnlinePDF (158 KB)
Get e-Alerts
Supporting Info (1)»
SUBJECTS:

Abstract

A comparative theoretical study is presented on the formation and decomposition of α-hydroxy-alkylperoxyl radicals, Q(OH)OO• (Q = RR‘C:), important intermediates in the oxidation of several classes of oxygenated organic compounds in atmospheric chemistry, combustion, and liquid-phase autoxidation of hydrocarbons. Detailed potential energy surfaces (PESs) were computed for the HOCH2O2• ⇌ HO2• + CH2O reaction and its analogues for the alkyl-substituted RCH(OH)OO• and R2C(OH)OO• and the cyclic cyclo-C6H10(OH)OO•. The state-of-the-art ab initio methods G3 and CBS-QB3 and a nearly converged G2M//B3LYP-DFT variant were found to give quasi-identical results. On the basis of the G2M//B3LYP-DFT PES, the kinetics of the ≈15 kcal/mol endothermal α-hydroxy-alkylperoxyl decompositions and of the reverse HO2• + ketone/aldehyde reactions were evaluated using multiconformer transition state theory. The excellent agreement with the available experimental (kinetic) data validates our methodologies. Contrary to current views, HO2• is found to react as fast with ketones as with aldehydes. The high forward and reverse rates are shown to lead to a fast Q(OH)OO• ⇌ HO2• + carbonyl quasi-equilibrium. The sizable [Q(OH)OO•]/[carbonyl] ratios predicted for formaldehyde, acetone, and cyclo-hexanone at the low temperatures (below 220 K) of the earth's tropopause are shown to result in efficient removal of these carbonyls through fast subsequent Q(OH)OO• reactions with NO and HO2•. IMAGES model calculations indicate that at the tropical tropopause the HO2•-initiated oxidation of formaldehyde and acetone may account for 30% of the total removal of these major atmospheric carbonyls, thereby also substantially affecting the hydroxyl and hydroperoxyl radical budgets and contributing to the production of formic and acetic acids in the upper troposphere and lower stratosphere. On the other hand, an RRKM−master equation analysis shows that hot α-hydroxy-alkylperoxyls formed by the addition of O2 to C1-, C2-, and C3-α-hydroxy-alkyl radicals will quasi-uniquely fragment to HO2• plus the carbonyl under all atmospheric conditions.

†

 Department of Chemistry, KULeuven.

‡

 Department of Interphase Chemistry, KULeuven.

§

 Belgian Institute for Space Aeronomy.

*

 Corresponding author. E-mail:  [email protected]

Supporting Information Available

ARTICLE SECTIONS
Jump To

Geometries, energies, ZPEs, rotational constants, and vibration frequency data of the discussed structures. This material is available free of charge via the Internet at http://pubs.acs.org.

Terms & Conditions

Most electronic Supporting Information files are available without a subscription to ACS Web Editions. Such files may be downloaded by article for research use (if there is a public use license linked to the relevant article, that license may permit other uses). Permission may be obtained from ACS for other uses through requests via the RightsLink permission system: http://pubs.acs.org/page/copyright/permissions.html.

Cited By

This article is cited by 81 publications.

  1. Bo Long, Yu Xia, Donald G. Truhlar. Quantitative Kinetics of HO2 Reactions with Aldehydes in the Atmosphere: High-Order Dynamic Correlation, Anharmonicity, and Falloff Effects Are All Important. Journal of the American Chemical Society 2022, 144 (43) , 19910-19920. https://doi.org/10.1021/jacs.2c07994
  2. Alon Grinberg Dana, Haoyang Wu, Duminda S. Ranasinghe, Frank C. Pickard, IV, Geoffrey P. F. Wood, Todd Zelesky, Gregory W. Sluggett, Jason Mustakis, William H. Green. Kinetic Modeling of API Oxidation: (1) The AIBN/H2O/CH3OH Radical “Soup”. Molecular Pharmaceutics 2021, 18 (8) , 3037-3049. https://doi.org/10.1021/acs.molpharmaceut.1c00261
  3. Xiaoyang Lei, Weina Wang, Jie Cai, Changwei Wang, Fengyi Liu, Wenliang Wang. Atmospheric Chemistry of Enols: Vinyl Alcohol + OH + O2 Reaction Revisited. The Journal of Physical Chemistry A 2019, 123 (14) , 3205-3213. https://doi.org/10.1021/acs.jpca.8b12240
  4. Hannah M. Allen, John D. Crounse, Kelvin H. Bates, Alexander Paichung Teng, Mitchell P. Krawiec-Thayer, Jean C. Rivera-Rios, Frank N. Keutsch, Jason M. St. Clair, Thomas F. Hanisco, Kristian H. Møller, Henrik G. Kjaergaard, Paul O. Wennberg. Kinetics and Product Yields of the OH Initiated Oxidation of Hydroxymethyl Hydroperoxide. The Journal of Physical Chemistry A 2018, 122 (30) , 6292-6302. https://doi.org/10.1021/acs.jpca.8b04577
  5. Sui So, Uta Wille, and Gabriel da Silva . A Theoretical Study of the Photoisomerization of Glycolaldehyde and Subsequent OH Radical-Initiated Oxidation of 1,2-Ethenediol. The Journal of Physical Chemistry A 2015, 119 (38) , 9812-9820. https://doi.org/10.1021/acs.jpca.5b06854
  6. Vinh Son Nguyen and Jozef Peeters . Fast (E)–(Z) Isomerization Mechanisms of Substituted Allyloxy Radicals in Isoprene Oxidation. The Journal of Physical Chemistry A 2015, 119 (28) , 7270-7276. https://doi.org/10.1021/jp512057t
  7. Jozef Peeters, Jean-François Müller, Trissevgeni Stavrakou, and Vinh Son Nguyen . Hydroxyl Radical Recycling in Isoprene Oxidation Driven by Hydrogen Bonding and Hydrogen Tunneling: The Upgraded LIM1 Mechanism. The Journal of Physical Chemistry A 2014, 118 (38) , 8625-8643. https://doi.org/10.1021/jp5033146
  8. Sui So, Uta Wille, and Gabriel da Silva . Atmospheric Chemistry of Enols: A Theoretical Study of the Vinyl Alcohol + OH + O2 Reaction Mechanism. Environmental Science & Technology 2014, 48 (12) , 6694-6701. https://doi.org/10.1021/es500319q
  9. Heather A. Rypkema and Joseph S. Francisco . Atmospheric Oxidation of Peroxyacetic Acid. The Journal of Physical Chemistry A 2013, 117 (51) , 14151-14162. https://doi.org/10.1021/jp409773j
  10. Matthew K. Sprague, Laura A. Mertens, Heather N. Widgren, and Mitchio Okumura , Stanley P. Sander , Anne B. McCoy . Cavity Ringdown Spectroscopy of the Hydroxy-Methyl-Peroxy Radical. The Journal of Physical Chemistry A 2013, 117 (39) , 10006-10017. https://doi.org/10.1021/jp400390y
  11. L. Sandhiya, P. Kolandaivel, and K. Senthilkumar . Mechanism and Kinetics of the Atmospheric Oxidative Degradation of Dimethylphenol Isomers Initiated by OH Radical. The Journal of Physical Chemistry A 2013, 117 (22) , 4611-4626. https://doi.org/10.1021/jp3120868
  12. Jorge Mendes, Chong-Wen Zhou, and Henry J. Curran . Theoretical and Kinetic Study of the Reactions of Ketones with HȮ2 Radicals. Part I: Abstraction Reaction Channels. The Journal of Physical Chemistry A 2013, 117 (22) , 4515-4525. https://doi.org/10.1021/jp4000413
  13. Cristina Iuga, Elba Ortíz, J. Raul Alvarez-Idaboy, and Annik Vivier-Bunge . Molecular Description of Indigo Oxidation Mechanisms Initiated by OH and OOH Radicals. The Journal of Physical Chemistry A 2012, 116 (14) , 3643-3651. https://doi.org/10.1021/jp211493k
  14. Fred J. Grieman, Aaron C. Noell, Casey Davis-Van Atta, Mitchio Okumura, and Stanley P. Sander . Determination of Equilibrium Constants for the Reaction between Acetone and HO2 Using Infrared Kinetic Spectroscopy. The Journal of Physical Chemistry A 2011, 115 (38) , 10527-10538. https://doi.org/10.1021/jp205347s
  15. Jared Clark, Seth T. Call, Daniel E. Austin and Jaron C. Hansen. Computational Study of Isoprene Hydroxyalkyl Peroxy Radical−Water Complexes (C5H8(OH)O2−H2O). The Journal of Physical Chemistry A 2010, 114 (23) , 6534-6541. https://doi.org/10.1021/jp102655g
  16. Gabriel da Silva, Joseph W. Bozzelli, Long Liang and John T. Farrell. Ethanol Oxidation: Kinetics of the α-Hydroxyethyl Radical + O2 Reaction. The Journal of Physical Chemistry A 2009, 113 (31) , 8923-8933. https://doi.org/10.1021/jp903210a
  17. Alicia C. Voukides, Kaleen M. Konrad and Richard P. Johnson. Competing Mechanistic Channels in the Oxidation of Aldehydes by Ozone. The Journal of Organic Chemistry 2009, 74 (5) , 2108-2113. https://doi.org/10.1021/jo8026593
  18. Alexander Schocker,, Masanori Uetake,, Nozomu Kanno,, Mitsuo Koshi, and, Kenichi Tonokura. Kinetics and Rate Constants of the Reaction CH2OH + O2 → CH2O + HO2 in the Temperature Range of 236−600 K. The Journal of Physical Chemistry A 2007, 111 (29) , 6622-6627. https://doi.org/10.1021/jp0682513
  19. Ive Hermans,, Jozef Peeters, and, Pierre A. Jacobs. Autoxidation of Ethylbenzene:  The Mechanism Elucidated. The Journal of Organic Chemistry 2007, 72 (8) , 3057-3064. https://doi.org/10.1021/jo070040m
  20. Victor G. Khamaganov,, Vung Xuan Bui,, Shaun A. Carl, and, Jozef Peeters. Absolute Rate Coefficient of the OH + CH3C(O)OH Reaction at T = 287−802 K. The Two Faces of Pre-reactive H-Bonding. The Journal of Physical Chemistry A 2006, 110 (47) , 12852-12859. https://doi.org/10.1021/jp064922l
  21. Erin E. Greenwald,, Jiho Park,, Katie C. Anderson,, Hahkjoon Kim,, B. Jesse E. Reich,, Stephen A. Miller,, Renyi Zhang, and, Simon W. North. The OH-Initiated Oxidation of 1,3-Butadiene in the Presence of O2 and NO:  A Photolytic Route To Study Isomeric Selective Reactivity. The Journal of Physical Chemistry A 2005, 109 (35) , 7915-7922. https://doi.org/10.1021/jp051545o
  22. Da-Peng Ding, Bo Long. Reaction between propionaldehyde and hydroxyperoxy radical in the atmosphere: A reaction route for the sink of propionaldehyde and the formation of formic acid. Atmospheric Environment 2022, 284 , 119202. https://doi.org/10.1016/j.atmosenv.2022.119202
  23. Qifeng Hou, Xiaoqing Wu, Can Huang, Zhongkai Liu, Mengqi Wu, Feng Zhang. The reactions of propanal/acetone with hydroperoxyl radicals: A theoretical and modeling study. Combustion and Flame 2022, 243 , 112018. https://doi.org/10.1016/j.combustflame.2022.112018
  24. Jerald Y. Q. Teo, Celine W. S. Yeung, Tristan T. Y. Tan, Wei Wei Loh, Xian Jun Loh, Jason Y. C. Lim. Benzaldehyde-mediated selective aerobic polyethylene functionalisation with isolated backbone ketones. Green Chemistry 2022, 24 (16) , 6287-6294. https://doi.org/10.1039/D2GC02502G
  25. Hongyan Si, Tiancheng Xiang. Theoretical study of the radical–radical reactions between HOCH2OO and OH. Theoretical Chemistry Accounts 2022, 141 (8) https://doi.org/10.1007/s00214-022-02900-x
  26. Chong-Wen Zhou, Aamir Farooq, Lijun Yang, Alexander M. Mebel. Combustion chemistry of alkenes and alkadienes. Progress in Energy and Combustion Science 2022, 90 , 100983. https://doi.org/10.1016/j.pecs.2021.100983
  27. Sayantan Maity, Basab Bijayi Dhar. Peroxide activation by selenium-doped graphite. Catalysis Science & Technology 2022, 12 (4) , 1296-1312. https://doi.org/10.1039/D1CY02224E
  28. Manas Ranjan Dash, Mohamad Akbar Ali. Effect of a single water molecule on ˙CH 2 OH + 3 O 2 reaction under atmospheric and combustion conditions. Physical Chemistry Chemical Physics 2022, 24 (3) , 1510-1519. https://doi.org/10.1039/D1CP03911C
  29. Philipp G. Eger, Luc Vereecken, Rolf Sander, Jan Schuladen, Nicolas Sobanski, Horst Fischer, Einar Karu, Jonathan Williams, Ville Vakkari, Tuukka Petäjä, Jos Lelieveld, Andrea Pozzer, John N. Crowley. Impact of pyruvic acid photolysis on acetaldehyde and peroxy radical formation in the boreal forest: theoretical calculations and model results. Atmospheric Chemistry and Physics 2021, 21 (18) , 14333-14349. https://doi.org/10.5194/acp-21-14333-2021
  30. Yaozong Duan, M. Monge-Palacios, E. Grajales-Gonzalez, Dong Han, Kristian H. Møller, Henrik G. Kjaergaard, S. Mani Sarathy. Oxidation kinetics of n-pentanol: A theoretical study of the reactivity of the 1‑hydroxy‑1-peroxypentyl radical. Combustion and Flame 2020, 219 , 20-32. https://doi.org/10.1016/j.combustflame.2020.05.014
  31. John J. Orlando, Geoffrey S. Tyndall. The atmospheric oxidation of hydroxyacetone: Chemistry of activated and stabilized CH 3 C(O)CH(OH)OO• radicals between 252 and 298 K. International Journal of Chemical Kinetics 2020, 52 (4) , 236-250. https://doi.org/10.1002/kin.21346
  32. Sui So, Benjamin B. Kirk, Uta Wille, Adam J. Trevitt, Stephen J. Blanksby, Gabriel da Silva. Reactions of a distonic peroxyl radical anion influenced by SOMO–HOMO conversion: an example of anion-directed channel switching. Physical Chemistry Chemical Physics 2020, 22 (4) , 2130-2141. https://doi.org/10.1039/C9CP05989J
  33. Luc Vereecken, Barbara Nozière. H migration in peroxy radicals under atmospheric conditions. Atmospheric Chemistry and Physics 2020, 20 (12) , 7429-7458. https://doi.org/10.5194/acp-20-7429-2020
  34. Torsten Berndt, Noora Hyttinen, Hartmut Herrmann, Armin Hansel. First oxidation products from the reaction of hydroxyl radicals with isoprene for pristine environmental conditions. Communications Chemistry 2019, 2 (1) https://doi.org/10.1038/s42004-019-0120-9
  35. I. A. Opeida, R. B. Sheparovych, Yu. M. Hrynda, O. Yu. Khavunko, M. O. Kompanets, A. N. Shendryk. Kinetics of oxidation of benzyl alcohols with molecular oxygen catalyzed by N ‐hydroxyphthalimide: Role of hydroperoxyl radicals. International Journal of Chemical Kinetics 2019, 51 (9) , 679-688. https://doi.org/10.1002/kin.21287
  36. I. A. Opeida, R. B. Sheparovych. Inhibition by Hydrogen Peroxide in the Radical Chain Oxidation of Hydrocarbons by Molecular Oxygen. Theoretical and Experimental Chemistry 2019, 55 (1) , 36-42. https://doi.org/10.1007/s11237-019-09593-7
  37. Michael E. Jenkin, Richard Valorso, Bernard Aumont, Andrew R. Rickard. Estimation of rate coefficients and branching ratios for reactions of organic peroxy radicals for use in automated mechanism construction. Atmospheric Chemistry and Physics 2019, 19 (11) , 7691-7717. https://doi.org/10.5194/acp-19-7691-2019
  38. Jean-François Müller, Trissevgeni Stavrakou, Jozef Peeters. Chemistry and deposition in the Model of Atmospheric composition at Global and Regional scales using Inversion Techniques for Trace gas Emissions (MAGRITTE v1.1) – Part 1: Chemical mechanism. Geoscientific Model Development 2019, 12 (6) , 2307-2356. https://doi.org/10.5194/gmd-12-2307-2019
  39. Bidisha Baidya, Makroni Lily, Asit K. Chandra. Theoretical Insight into the Kinetics of H-Abstraction Reaction of CHF 2 CH 2 OH with OH Radical, Atmospheric Lifetime and Global Warming Potential. ChemistrySelect 2018, 3 (22) , 6136-6144. https://doi.org/10.1002/slct.201800491
  40. Michael E. Jenkin, Richard Valorso, Bernard Aumont, Andrew R. Rickard, Timothy J. Wallington. Estimation of rate coefficients and branching ratios for gas-phase reactions of OH with aliphatic organic compounds for use in automated mechanism construction. Atmospheric Chemistry and Physics 2018, 18 (13) , 9297-9328. https://doi.org/10.5194/acp-18-9297-2018
  41. L. Aslan, A. Mano Priya, C. Sleiman, M.N. Zeineddine, P. Coddeville, C. Fittschen, B. Ballesteros, A. Canosa, L. Senthilkumar, G. El Dib, A. Tomas. Experimental and theoretical investigations of the kinetics and mechanism of the Cl + 4-hydroxy-4-methyl-2-pentanone reaction. Atmospheric Environment 2017, 166 , 315-326. https://doi.org/10.1016/j.atmosenv.2017.07.038
  42. Roberto Linguerri, Cristina Puzzarini, Muneerah Mogren Al Mogren, Joseph S. Francisco, Majdi Hochlaf. Benchmark study of the structural and spectroscopic parameters of the hydroxymethyl peroxy (HOCH 2 OO) radical and its decomposition reaction to HO 2 and H 2 CO. The Journal of Chemical Physics 2017, 146 (14) , 144303. https://doi.org/10.1063/1.4979573
  43. K. B. Shumaev, V. Z. Lankin, G. G. Konovalova, A. K. Tikhaze, E. K. Ruuge. The interaction of superoxide radicals with active dicarbonyl compounds. Biophysics 2017, 62 (2) , 172-176. https://doi.org/10.1134/S0006350917020245
  44. Bo Long, Xing-Feng Tan, Junwei Lucas Bao, Ding-Mei Wang, Zheng-Wen Long. Theoretical Study of the Reaction Mechanism and Kinetics of HO 2 with XCHO (X = F, Cl). International Journal of Chemical Kinetics 2017, 49 (2) , 130-139. https://doi.org/10.1002/kin.21062
  45. Cuihong Sun, Yanli Zeng, Baoen Xu, Lingpeng Meng. Mechanism and kinetics for the reactions of methacrolein and methyl vinyl ketone with HO 2 radical. New Journal of Chemistry 2017, 41 (15) , 7714-7722. https://doi.org/10.1039/C7NJ01260H
  46. Ive Hermans. Overview of Radical Chain Oxidation Chemistry. 2016, 1-14. https://doi.org/10.1002/9783527690121.ch1
  47. J. Henrique Teles, Ive Hermans, Gerhard Franz, Roger A. Sheldon. Oxidation. 2015, 1-103. https://doi.org/10.1002/14356007.a18_261.pub2
  48. Xi Liu, Yulia Ryabenkova, Marco Conte. Catalytic oxygen activation versus autoxidation for industrial applications: a physicochemical approach. Physical Chemistry Chemical Physics 2015, 17 (2) , 715-731. https://doi.org/10.1039/C4CP03568B
  49. Pranay Morajkar, Coralie Schoemaecker, Mitchio Okumura, Christa Fittschen. Direct Measurement of the Equilibrium Constants of the Reaction of Formaldehyde and Acetaldehyde with HO 2 Radicals. International Journal of Chemical Kinetics 2014, 46 (5) , 245-259. https://doi.org/10.1002/kin.20817
  50. Jin Luo, Hao Yu, Hongjuan Wang, Haihui Wang, Feng Peng. Aerobic oxidation of benzyl alcohol to benzaldehyde catalyzed by carbon nanotubes without any promoter. Chemical Engineering Journal 2014, 240 , 434-442. https://doi.org/10.1016/j.cej.2013.11.093
  51. A. Mano Priya, L. Senthilkumar. Degradation of methyl salicylate through Cl initiated atmospheric oxidation – a theoretical study. RSC Advances 2014, 4 (45) , 23464. https://doi.org/10.1039/c4ra02398f
  52. E. G. Moskvitina, S. V. Puchkov, I. M. Borisov, A. L. Perkel’. Equilibrium between the hydroperoxyl and 1-hydroxycyclohexylperoxyl radicals—Chain carriers in cyclohexanol oxidation with molecular oxygen. Kinetics and Catalysis 2013, 54 (5) , 538-544. https://doi.org/10.1134/S0023158413050121
  53. Yongjie Ding, Aiguo Kong, Hengqiang Zhang, Huanhuan Shen, Zhuodong Sun, Songping D. Huang, Yongkui Shan. A novel synthetic approach for preparing dimethyl carbonate from dimethoxymethane and O2 over Cu-MCM-48. Applied Catalysis A: General 2013, 455 , 58-64. https://doi.org/10.1016/j.apcata.2013.01.014
  54. Mickael G. Delcey, Roland Lindh, Roberto Linguerri, Majdi Hochlaf, Joseph S. Francisco. Communication: Theoretical prediction of the structure and spectroscopic properties of the X̃ and à states of hydroxymethyl peroxy (HOCH 2 OO) radical. The Journal of Chemical Physics 2013, 138 (2) , 021105. https://doi.org/10.1063/1.4775782
  55. Minjoong J. Kim, Rokjin J. Park, Jae-Jin Kim. Urban air quality modeling with full O3–NOx–VOC chemistry: Implications for O3 and PM air quality in a street canyon. Atmospheric Environment 2012, 47 , 330-340. https://doi.org/10.1016/j.atmosenv.2011.10.059
  56. Oliver Welz, Judit Zádor, John D. Savee, Martin Y. Ng, Giovanni Meloni, Ravi X. Fernandes, Leonid Sheps, Blake A. Simmons, Taek Soon Lee, David L. Osborn, Craig A. Taatjes. Low-temperature combustion chemistry of biofuels: pathways in the initial low-temperature (550 K–750 K) oxidation chemistry of isopentanol. Physical Chemistry Chemical Physics 2012, 14 (9) , 3112. https://doi.org/10.1039/c2cp23248k
  57. Martin T. Schümperli, Ceri Hammond, Ive Hermans. Reactivity of α-amino-peroxyl radicals and consequences for amine oxidation chemistry. Physical Chemistry Chemical Physics 2012, 14 (31) , 11002. https://doi.org/10.1039/c2cp41306j
  58. Luc Vereecken, Joseph S. Francisco. Theoretical studies of atmospheric reaction mechanisms in the troposphere. Chemical Society Reviews 2012, 41 (19) , 6259. https://doi.org/10.1039/c2cs35070j
  59. John J. Orlando, Geoffrey S. Tyndall. Laboratory studies of organic peroxy radical chemistry: an overview with emphasis on recent issues of atmospheric significance. Chemical Society Reviews 2012, 41 (19) , 6294. https://doi.org/10.1039/c2cs35166h
  60. Bart P. C. Hereijgers, Rudy F. Parton, Bert M. Weckhuysen. Mechanistic insights in the olefin epoxidation with cyclohexyl hydroperoxide. Catalysis Science & Technology 2012, 2 (5) , 951. https://doi.org/10.1039/c2cy00455k
  61. T. J. Dillon, A. Pozzer, L. Vereecken, J. N. Crowley, J. Lelieveld. Does acetone react with HO2 in the upper-troposphere?. Atmospheric Chemistry and Physics 2012, 12 (3) , 1339-1351. https://doi.org/10.5194/acp-12-1339-2012
  62. Judit Zádor, Craig A. Taatjes, Ravi X. Fernandes. Kinetics of elementary reactions in low-temperature autoignition chemistry. Progress in Energy and Combustion Science 2011, 37 (4) , 371-421. https://doi.org/10.1016/j.pecs.2010.06.006
  63. F. Paulot, D. Wunch, J. D. Crounse, G. C. Toon, D. B. Millet, P. F. DeCarlo, C. Vigouroux, N. M. Deutscher, G. González Abad, J. Notholt, T. Warneke, J. W. Hannigan, C. Warneke, J. A. de Gouw, E. J. Dunlea, M. De Mazière, D. W. T. Griffith, P. Bernath, J. L. Jimenez, P. O. Wennberg. Importance of secondary sources in the atmospheric budgets of formic and acetic acids. Atmospheric Chemistry and Physics 2011, 11 (5) , 1989-2013. https://doi.org/10.5194/acp-11-1989-2011
  64. A. Razavi, F. Karagulian, L. Clarisse, D. Hurtmans, P. F. Coheur, C. Clerbaux, J. F. Müller, T. Stavrakou. Global distributions of methanol and formic acid retrieved for the first time from the IASI/MetOp thermal infrared sounder. Atmospheric Chemistry and Physics 2011, 11 (2) , 857-872. https://doi.org/10.5194/acp-11-857-2011
  65. Geert K. Moortgat, Horst Meyrahn, Peter Warneck. Photolysis of Acetaldehyde in Air: CH 4 , CO and CO 2 Quantum Yields. ChemPhysChem 2010, 11 (18) , 3896-3908. https://doi.org/10.1002/cphc.201000757
  66. Detlev Sprung, Andreas Zahn. Acetone in the upper troposphere/lowermost stratosphere measured by the CARIBIC passenger aircraft: Distribution, seasonal cycle, and variability. Journal of Geophysical Research 2010, 115 (D16) https://doi.org/10.1029/2009JD012099
  67. Ulrich Neuenschwander, Ive Hermans. Autoxidation of α-pinene at high oxygen pressure. Physical Chemistry Chemical Physics 2010, 12 (35) , 10542. https://doi.org/10.1039/c0cp00010h
  68. W. Choi, I. C. Faloona, N. C. Bouvier-Brown, M. McKay, A. H. Goldstein, J. Mao, W. H. Brune, B. W. LaFranchi, R. C. Cohen, G. M. Wolfe, J. A. Thornton, D. M. Sonnenfroh, D. B. Millet. Observations of elevated formaldehyde over a forest canopy suggest missing sources from rapid oxidation of arboreal hydrocarbons. Atmospheric Chemistry and Physics 2010, 10 (18) , 8761-8781. https://doi.org/10.5194/acp-10-8761-2010
  69. Gabriel da Silva, Joseph W. Bozzelli. Role of the α-hydroxyethylperoxy radical in the reactions of acetaldehyde and vinyl alcohol with HO2. Chemical Physics Letters 2009, 483 (1-3) , 25-29. https://doi.org/10.1016/j.cplett.2009.10.045
  70. J. Peeters, T. L. Nguyen, L. Vereecken. HOx radical regeneration in the oxidation of isoprene. Physical Chemistry Chemical Physics 2009, 11 (28) , 5935. https://doi.org/10.1039/b908511d
  71. F. Paulot, J. D. Crounse, H. G. Kjaergaard, J. H. Kroll, J. H. Seinfeld, P. O. Wennberg. Isoprene photooxidation: new insights into the production of acids and organic nitrates. Atmospheric Chemistry and Physics 2009, 9 (4) , 1479-1501. https://doi.org/10.5194/acp-9-1479-2009
  72. Ive Hermans, Jozef Peeters, Pierre A. Jacobs. Autoxidation of Hydrocarbons: From Chemistry to Catalysis. Topics in Catalysis 2008, 50 (1-4) , 124-132. https://doi.org/10.1007/s11244-008-9099-7
  73. Ive Hermans, Jozef Peeters, Pierre A. Jacobs. Autoxidation Chemistry: Bridging the Gap Between Homogeneous Radical Chemistry and (Heterogeneous) Catalysis. Topics in Catalysis 2008, 48 (1-4) , 41-48. https://doi.org/10.1007/s11244-008-9051-x
  74. M. Capouet, J.-F. Müller, K. Ceulemans, S. Compernolle, L. Vereecken, J. Peeters. Modeling aerosol formation in alpha-pinene photo-oxidation experiments. Journal of Geophysical Research 2008, 113 (D2) https://doi.org/10.1029/2007JD008995
  75. Ive Hermans, Jozef Peeters, Luc Vereecken, Pierre A. Jacobs. Mechanism of Thermal Toluene Autoxidation. ChemPhysChem 2007, 8 (18) , 2678-2688. https://doi.org/10.1002/cphc.200700563
  76. Ive Hermans, Pierre Jacobs, Jozef Peeters. The Formation of Byproducts in the Autoxidation of Cyclohexane. Chemistry - A European Journal 2007, 13 (3) , 754-761. https://doi.org/10.1002/chem.200601242
  77. T. Cours, S. Canneaux, F. Bohr. Features of the potential energy surface for the reaction of HO2 radical with acetone. International Journal of Quantum Chemistry 2007, 107 (6) , 1344-1354. https://doi.org/10.1002/qua.21269
  78. L. Vereecken, J.-F. Müller, J. Peeters. Low-volatility poly-oxygenates in the OH-initiated atmospheric oxidation of α-pinene: impact of non-traditional peroxyl radical chemistry. Physical Chemistry Chemical Physics 2007, 9 (38) , 5241. https://doi.org/10.1039/b708023a
  79. Estelle Turpin, Alexandre Tomas, Christa Fittschen, Pascal Devolder, Jean-Claude Galloo. Acetone- h 6 or - d 6 + OH Reaction Products:  Evidence for Heterogeneous Formation of Acetic Acid in a Simulation Chamber. Environmental Science & Technology 2006, 40 (19) , 5956-5961. https://doi.org/10.1021/es060183a
  80. Ive Hermans, Pierre A. Jacobs, Jozef Peeters. To the Core of Autocatalysis in Cyclohexane Autoxidation. Chemistry - A European Journal 2006, 12 (16) , 4229-4240. https://doi.org/10.1002/chem.200600189
  81. Ive Hermans, Pierre A. Jacobs, Jozef Peeters. Understanding the autoxidation of hydrocarbons at the molecular level and consequences for catalysis. Journal of Molecular Catalysis A: Chemical 2006, 251 (1-2) , 221-228. https://doi.org/10.1016/j.molcata.2006.02.005

Pair your accounts.

Export articles to Mendeley

Get article recommendations from ACS based on references in your Mendeley library.

Pair your accounts.

Export articles to Mendeley

Get article recommendations from ACS based on references in your Mendeley library.

You’ve supercharged your research process with ACS and Mendeley!

STEP 1:
Click to create an ACS ID

Please note: If you switch to a different device, you may be asked to login again with only your ACS ID.

Please note: If you switch to a different device, you may be asked to login again with only your ACS ID.

Please note: If you switch to a different device, you may be asked to login again with only your ACS ID.

MENDELEY PAIRING EXPIRED
Your Mendeley pairing has expired. Please reconnect

This website uses cookies to improve your user experience. By continuing to use the site, you are accepting our use of cookies. Read the ACS privacy policy.

CONTINUE