Formation of highly oxygenated organic molecules from aromatic compounds

Atmospheric Chemistry and Physics

Volumn 18, Issue 3, 2018, Pages 1909-1921

  Molteni, Ugo ^a   Bianchi, Federico ^b   Klein, Felix ^a   El Haddad, Imad ^a   Frege, Carla ^a   Rossi, Michel J ^a   Dommen, Josef ^a   Baltensperger, Urs ^a  

^a PAUL SCHERRER INSTITUTE   (Switzerland)

^b UNIVERSITY OF HELSINKI   (Finland)

Author keywords

[No Author keywords available]

Indexed keywords

AEROSOL; FORMATION MECHANISM; OXIDATION; PARTICLE SIZE; REACTION KINETICS; URBAN AREA; VOLATILE ORGANIC COMPOUND;

EID: 85041726291     PISSN: 16807316     EISSN: 16807324     Source Type: Journal    
DOI: 10.5194/acp-18-1909-2018     Document Type: Article

References (57)

1. Atkinson, R. and Arey, J. : Atmospheric degradation of volatile organic compounds, Chem. Rev., 103, 4605-4638, https://doi. org/10. 1021/cr0206420, 2003.
2. Baltaretu, C. O., Lichtman, E. I., Hadler, A. B., and Elrod, M. J. : Primary atmospheric oxidation mechanism for toluene, J. Phys. Chem. A, 113, 221-230, https://doi. org/10. 1021/jp806841t, 2009.
3. Barmet, P., Dommen, J., DeCarlo, P. F., Tritscher, T., Praplan, A. P., Platt, S. M., Prévôt, A. S. H., Donahue, N. M., and Baltensperger, U. : OH clock determination by proton transfer reaction mass spectrometry at an environmental chamber, Atmos. Meas. Tech., 5, 647-656, https://doi. org/10. 5194/amt-5-647-2012, 2012.
4. Bartels-Rausch, T., Ulrich, T., Huthwelker, T., and Ammann, M. : A novel synthesis of the N-13 labeled atmospheric trace gas peroxynitric acid, Radiochim. Acta, 99, 285-292, https://doi. org/10. 1524/ract. 2011. 1830, 2011.
5. Berndt, T., Richters, S., Kaethner, R., Voigtländer, J., Stratmann, F., Sipilä, M., Kulmala, M., and Herrmann, H. : Gasphase ozonolysis of cycloalkenes: formation of highly oxidized RO2 radicals and their reactions with NO, NO2, SO2 and other RO2 radicals, J. Phys. Chem. A, 119, 10336-10348, https://doi. org/10. 1021/acs. jpca. 5b07295, 2015.
6. Bianchi, F., Trostl, J., Junninen, H., Frege, C., Henne, S., Hoyle, C. R., Molteni, U., Herrmann, E., Adamov, A., Bukowiecki, N., Chen, X., Duplissy, J., Gysel, M., Hutterli, M., Kangasluoma, J., Kontkanen, J., Kürten, A., Manninen, H. E., Münch, S., Peräkylä, O., Petäjä, T., Rondo, L., Williamson, C., Weingartner, E., Curtius, J., Worsnop, D. R., Kulmala, M., Dommen, J., and Baltensperger, U. : New particle formation in the free troposphere: A question of chemistry and timing, Science, 352, 1109-1112, https://doi. org/10. 1126/science. aad5456, 2016.
7. Birdsall, A. W. and Elrod, M. J. : Comprehensive NO-dependent study of the products of the oxidation of atmospherically relevant aromatic compounds, J. Phys. Chem. A, 115, 5397-5407, https://doi. org/10. 1021/jp2010327, 2011.
8. Bohn, B. : Formation of peroxy radicals from OHtoluene adducts and O2, J. Phys. Chem. A, 105, 6092-6101, https://doi. org/10. 1021/jp0033972, 2001.
9. Bruns, E. A., El Haddad, I., Slowik, J. G., Kilic, D., Klein, F., Baltensperger, U., and Prévôt, A. S. H. : Identification of significant precursor gases of secondary organic aerosols from residential wood combustion, Sci. Rep., 6, 27881, https://doi. org/10. 1038/srep27881, 2016.
10. Calvert, J. G., Atkinson, R., Becker, K. H., Kamens, R. M., Seinfeld, J. H., Wallington, T. H., and Yarwood, G. : The mechanisms of atmospheric oxidation of the aromatic hydrocarbons, Oxford University Press, 2002.
11. Carslaw, K. S., Lee, L. A., Reddington, C. L., Pringle, K. J., Rap, A., Forster, P. M., Mann, G. W., Spracklen, D. V, Woodhouse, M. T., Regayre, L., and Pierce, J. R. : Large contribution of natural aerosols to uncertainty in indirect forcing, Nature, 503, 67-71, https://doi. org/10. 1038/nature12674, 2013.
12. Crounse, J. D., Knap, H. C., Ørnsø, K. B., Jørgensen, S., Paulot, F., Kjaergaard, H. G., and Wennberg, P. O. : Atmospheric fate of methacrolein. 1. peroxy radical isomerization following addition of OH and O2, J. Phys. Chem. A, 116, 5756-5762, https://doi. org/10. 1021/jp211560u, 2012.
13. Crounse, J. D., Nielsen, L. B., Jørgensen, S., Kjaergaard, H. G., and Wennberg, P. O. : Autoxidation of organic compounds in the atmosphere, J. Phys. Chem. Lett., 4, 3513-3520, https://doi. org/10. 1021/jz4019207, 2013.
14. Donahue, N. M., Ortega, I. K., Chuang, W., Riipinen, I., Riccobono, F., Schobesberger, S., Dommen, J., Baltensperger, U., Kulmala, M., Worsnop, D. R., and Vehkamaki, H. : How do organic vapors contribute to new-particle formation?, Faraday Discuss., 165, 91-104, https://doi. org/10. 1039/c3fd00046j, 2013.
15. Ehn, M., Thornton, J. a., Kleist, E., Sipilä, M., Junninen, H., Pullinen, I., Springer, M., Rubach, F., Tillmann, R., Lee, B., Lopez-Hilfiker, F., and res, S., Acir, I.-H., Rissanen, M., Jokinen, T., Schobesberger, S., Kangasluoma, J., Kontkanen, J., Nieminen, T., Kurtén, T., Nielsen, L. B., Jørgensen, S., Kjaergaard, H. G., Canagaratna, M., Maso, M. D., Berndt, T., Petäjä, T., Wahner, A., Kerminen, V.-M., Kulmala, M., Worsnop, D. R., Wildt, J., and Mentel, T. F. : A large source of lowvolatility secondary organic aerosol, Nature, 506, 476-479, https://doi. org/10. 1038/nature13032, 2014.
16. Glowacki, D. R. and Pilling, M. J. : Unimolecular reactions of peroxy radicals in atmospheric chemistry and combustion, Chem. Phys. Chem., 11, 3836-3843, https://doi. org/10. 1002/cphc. 201000469, 2010.
17. Gordon, H., Sengupta, K., Rap, A., Duplissy, J., Frege, C., Williamson, C., Heinritzi, M., Simon, M., Yan, C., Almeida, J., Tröstl, J., Nieminen, T., Ortega, I. K., Wagner, R., Dunne, E. M., Adamov, A., Amorim, A., Bernhammer, A.-K., Bianchi, F., Breitenlechner, M., Brilke, S., Chen, X., Craven, J. S., Dias, A., Ehrhart, S., Fischer, L., Flagan, R. C., Franchin, A., Fuchs, C., Guida, R., Hakala, J., Hoyle, C. R., Jokinen, T., Junninen, H., Kangasluoma, J., Kim, J., Kirkby, J., Krapf, M., Kürten, A., Laaksonen, A., Lehtipalo, K., Makhmutov, V., Mathot, S., Molteni, U., Monks, S. A., Onnela, A., Peräkylä, O., Piel, F., Petäjä, T., Praplan, A. P., Pringle, K. J., Richards, N. A. D., Rissanen, M. P., Rondo, L., Sarnela, N., Schobesberger, S., Scott, C. E., Seinfeld, J. H., Sharma, S., Sipilä, M., Steiner, G., Stozhkov, Y., Stratmann, F., Tomé, A., Virtanen, A., Vogel, A. L., Wagner, A. C., Wagner, P. E., Weingartner, E., Wimmer, D., Winkler, P. M., Ye, P., Zhang, X., Hansel, A., Dommen, J., Donahue, N. M., Worsnop, D. R., Baltensperger, U., Kulmala, M., Curtius, J., and Carslaw, K. S. : Reduced anthropogenic aerosol radiative forcing caused by biogenic new par-ticle formation, P. Natl. Acad. Sci. USA, 113, 12053-12058, https://doi. org/10. 1073/pnas. 1602360113, 2016.
18. Hyttinen, N., Kupiainen-Määttä, O., Rissanen, M. P., Muuronen, M., Ehn, M., and Kurtén, T. : Modeling the charging of highly oxidized cyclohexene ozonolysis products using nitratebased chemical ionization, J. Phys. Chem. A, 119, 6339-6345, https://doi. org/10. 1021/acs. jpca. 5b01818, 2015.
19. Jain, C., Morajkar, P., Schoemaecker, C., and Fittschen, C. : Formation of HO2 radicals from the 248 nm two-photon excitation of different aromatic hydrocarbons in the presence of O2, J. Phys. Chem. A, 116, 6231-6239, https://doi. org/10. 1021/jp211520g, 2012.
20. Jenkin, M. E., Saunders, S. M., Wagner, V., and Pilling, M. J. : Protocol for the development of the Master Chemical Mechanism, MCM v3 (Part B): tropospheric degradation of aromatic volatile organic compounds, Atmos. Chem. Phys., 3, 181-193, https://doi. org/10. 5194/acp-3-181-2003, 2003.
21. Jokinen, T., Sipilä, M., Junninen, H., Ehn, M., Lönn, G., Hakala, J., Petäjä, T., Mauldin III, R. L., Kulmala, M., and Worsnop, D. R. : Atmospheric sulphuric acid and neutral cluster measurements using CI-APi-TOF, Atmos. Chem. Phys., 12, 4117-4125, https://doi. org/10. 5194/acp-12-4117-2012, 2012.
22. Jokinen, T., Sipilä, M., Richters, S., Kerminen, V.-M., Paasonen, P., Stratmann, F., Worsnop, D., Kulmala, M., Ehn, M., Herrmann, H., and Berndt, T. : Rapid autoxidation forms highly oxidized RO2 radicals in the atmosphere, Angew. Chemie Int. Edit., 53, 14596-14600, https://doi. org/10. 1002/anie. 201408566, 2014.
23. Jokinen, T., Berndt, T., Makkonen, R., Kerminen, V., Junninen, H., Paasonen, P., Stratmann, F., Herrmann, H., Guenther, A. B., Worsnop, D. R., Kulmala, M., Ehn, M., and Sipilä, M. : Production of extremely low volatile organic compounds from biogenic emissions: Measured yields and atmospheric implications, P. Natl. Acad. Sci. USA, 112, 7123-7128, https://doi. org/10. 1073/pnas. 1423977112, 2015.
24. Jordan, A., Haidacher, S., Hanel, G., Hartungen, E., Märk, L., Seehauser, H., Schottkowsky, R., Sulzer, P., and Märk, T. D. : A high resolution and high sensitivity proton-transfer-reaction time-offlight mass spectrometer (PTR-TOF-MS), Int. J. Mass Spectrom., 286, 122-128, https://doi. org/10. 1016/j. ijms. 2009. 07. 005, 2009.
25. Kirkby, J., Duplissy, J., Sengupta, K., Frege, C., Gordon, H., Williamson, C., Heinritzi, M., Simon, M., Yan, C., Almeida, J., Tröstl, J., Nieminen, T., Ortega, I. K., Wagner, R., Adamov, A., Amorim, A., Bernhammer, A.-K., Bianchi, F., Breitenlechner, M., Brilke, S., Chen, X., Craven, J., Dias, A., Ehrhart, S., Flagan, R. C., Franchin, A., Fuchs, C., Guida, R., Hakala, J., Hoyle, C. R., Jokinen, T., Junninen, H., Kangasluoma, J., Kim, J., Krapf, M., Kürten, A., Laaksonen, A., Lehtipalo, K., Makhmutov, V., Mathot, S., Molteni, U., Onnela, A., Peräkylä, O., Piel, F., Petäjä, T., Praplan, A. P., Pringle, K., Rap, A., Richards, N. A. D., Riipinen, I., Rissanen, M. P., Rondo, L., Sarnela, N., Schobesberger, S., Scott, C. E., Seinfeld, J. H., Sipilä, M., Steiner, G., Stozhkov, Y., Stratmann, F., Tomé, A., Virtanen, A., Vogel, A. L., Wagner, A. C., Wagner, P. E., Weingartner, E., Wimmer, D., Winkler, P. M., Ye, P., Zhang, X., Hansel, A., Dommen, J., Donahue, N. M., Worsnop, D. R., Baltensperger, U., Kulmala, M., Carslaw, K. S., and Curtius, J. : Ion-induced nucleation of pure biogenic particles, Nature, 533, 521-526, https://doi. org/10. 1038/nature17953, 2016.
26. Kogelschatz, U. : Silent discharges for the generation of ultraviolet and vacuum ultraviolet excimer radiation, Pure Appl. Chem., 62, 1667-1674, https://doi. org/10. 1351/pac199062091667, 1990.
27. Kogelschatz, U. : Ultraviolet excimer radiation from nonequilibrium gas discharges and its application in photophysics, photochemistry and photobiology, J. Opt. Technol., 79, 484-493, https://doi. org/10. 1364/JOT. 79. 000484, 2012.
28. Kulmala, M., Kontkanen, J., Junninen, H., Lehtipalo, K., Manninen, H. E., Nieminen, T., Petaja, T., Sipila, M., Schobesberger, S., Rantala, P., Franchin, A., Jokinen, T., Jarvinen, E., Aijala, M., Kangasluoma, J., Hakala, J., Aalto, P. P., Paasonen, P., Mikkila, J., Vanhanen, J., Aalto, J., Hakola, H., Makkonen, U., Ruuskanen, T., Mauldin, R. L., Duplissy, J., Vehkamaki, H., Back, J., Kortelainen, A., Riipinen, I., Kurten, T., Johnston, M. V, Smith, J. N., Ehn, M., Mentel, T. F., Lehtinen, K. E. J., Laaksonen, A., Kerminen, V.-M., and Worsnop, D. R. : Direct observations of atmospheric aerosol nucleation, Science, 339, 943-946, https://doi. org/10. 1126/science. 1227385, 2013.
29. Kürten, A., Rondo, L., Ehrhart, S., and Curtius, J. : Performance of a corona ion source for measurement of sulfuric acid by chemical ionization mass spectrometry, Atmos. Meas. Tech., 4, 437-443, https://doi. org/10. 5194/amt-4-437-2011, 2011.
30. Kurtén, T., Rissanen, M. P., Mackeprang, K., Thornton, J. A., Hyttinen, N., Jørgensen, S., Ehn, M., and Kjaergaard, H. G. : Computational study of hydrogen shifts and ring-opening mechanisms in -pinene ozonolysis products, J. Phys. Chem. A, 119, 11366-11375, https://doi. org/10. 1021/acs. jpca. 5b08948, 2015.
31. Lee, B. H., Mohr, C., Lopez-Hilfiker, F. D., Lutz, A., Hallquist, M., Lee, L., Romer, P., Cohen, R. C., Iyer, S., Kurtén, T., Hu, W., Day, D. A., Campuzano-Jost, P., Jimenez, J. L., Xu, L., Ng, N. L., Guo, H., Weber, R. J., Wild, R. J., Brown, S. S., Koss, A., de Gouw, J., Olson, K., Goldstein, A. H., Seco, R., Kim, S., McAvey, K., Shepson, P. B., Starn, T., Baumann, K., Edgerton, E. S., Liu, J., Shilling, J. E., Miller, D. O., Brune, W., Schobesberger, S., D'Ambro, E. L., and Thornton, J. A. : Highly functionalized organic nitrates in the southeast United States: Contribution to secondary organic aerosol and reactive nitrogen budgets, P. Natl. Acad. Sci. USA, 113, 1516-1521, https://doi. org/10. 1073/pnas. 1508108113, 2016.
32. Li, L., Tang, P., Nakao, S., Kacarab, M., and Cocker, D. R. : Novel approach for evaluating secondary organic aerosol from aromatic hydrocarbons: unified method for predicting aerosol composition and formation, Environ. Sci. Technol., 50, 6249-6256, https://doi. org/10. 1021/acs. est. 5b05778, 2016.
33. Lightfoot, P., Cox, R., Crowley, J., Destriau, M., Hayman, G., Jenkin, M., Moortgat, G., and Zabel, F. : Organic peroxy radicals: kinetics, spectroscopy and tropospheric chemistry, Atmos. Environ. A-Gen., 26, 1805-1961, https://doi. org/10. 1016/0960-1686(92)90423-I, 1992.
34. Mentel, T. F., Springer, M., Ehn, M., Kleist, E., Pullinen, I., Kurtén, T., Rissanen, M., Wahner, A., and Wildt, J. : Formation of highly oxidized multifunctional compounds: autoxidation of peroxy radicals formed in the ozonolysis of alkenes-deduced from structure-product relationships, Atmos. Chem. Phys., 15, 6745-6765, https://doi. org/10. 5194/acp-15-6745-2015, 2015.
35. Metzger, A., Verheggen, B., Dommen, J., Duplissy, J., Prevot, A. S. H., Weingartner, E., Riipinen, I., Kulmala, M., Spracklen, D. V, Carslaw, K. S., and Baltensperger, U. : Evidence for the role of organics in aerosol particle formation under atmo spheric conditions, P. Natl. Acad. Sci. USA, 107, 6646-6651, https://doi. org/10. 1073/pnas. 0911330107, 2010.
36. Molina, M. J., Zhang, R., Broekhuizen, K., Lei, W., Navarro, R., and Molina, L. T. : Experimental study of intermediates from OHinitiated reactions of toluene, J. Am. Chem. Soc., 121, 10225-10226, https://doi. org/10. 1021/ja992461u, 1999.
37. Molteni, U. and Baltensperger, U. : Formation of highly oxygenated organic molecules from aromatic compounds, Zenodo, https://doi. org/10. 5281/zenodo. 1164436, 2018.
38. Nakao, S., Clark, C., Tang, P., Sato, K., and Cocker III, D. : Secondary organic aerosol formation from phenolic compounds in the absence of NOx, Atmos. Chem. Phys., 11, 10649-10660, https://doi. org/10. 5194/acp-11-10649-2011, 2011.
39. Orlando, J. J. and Tyndall, G. S. : Laboratory studies of organic peroxy radical chemistry: an overview with emphasis on recent issues of atmospheric significance, Chem. Soc. Rev., 41, 6294, https://doi. org/10. 1039/c2cs35166h, 2012.
40. Pan, S. and Wang, L. : Atmospheric oxidation mechanism of mxylene initiated by OH radical, J. Phys. Chem. A, 118, 10778-10787, https://doi. org/10. 1021/jp506815v, 2014.
41. Peng, Z., Day, D. A., Ortega, A. M., Palm, B. B., Hu, W., Stark, H., Li, R., Tsigaridis, K., Brune, W. H., and Jimenez, J. L. : Non-OH chemistry in oxidation flow reactors for the study of atmospheric chemistry systematically examined by modeling, Atmos. Chem. Phys., 16, 4283-4305, https://doi. org/10. 5194/acp-16-4283-2016, 2016.
42. Praplan, A. P., Schobesberger, S., Bianchi, F., Rissanen, M. P., Ehn, M., Jokinen, T., Junninen, H., Adamov, A., Amorim, A., Dommen, J., Duplissy, J., Hakala, J., Hansel, A., Heinritzi, M., Kangasluoma, J., Kirkby, J., Krapf, M., Kürten, A., Lehtipalo, K., Riccobono, F., Rondo, L., Sarnela, N., Simon, M., Tomé, A., Tröstl, J., Winkler, P. M., Williamson, C., Ye, P., Curtius, J., Baltensperger, U., Donahue, N. M., Kulmala, M., and Worsnop, D. R. : Elemental composition and clustering behaviour of -pinene oxidation products for different oxidation conditions, Atmos. Chem. Phys., 15, 4145-4159, https://doi. org/10. 5194/acp-15-4145-2015, 2015.
43. Pratte, P. and Rossi, M. J. : The heterogeneous kinetics of HOBr and HOCl on acidified sea salt and model aerosol at 40-90% relative humidity and ambient temperature, Phys. Chem. Chem. Phys., 8, 3988-4001, https://doi. org/10. 1039/B604321F, 2006.
44. Richters, S., Herrmann, H., and Berndt, T. : Highly oxidized RO2 radicals and consecutive products from the ozonolysis of three sesquiterpenes, Environ. Sci. Technol., 50, 2354-2362, https://doi. org/10. 1021/acs. est. 5b05321, 2016.
45. Rissanen, M. P., Kurtén, T., Sipilä, M., Thornton, J. A., Kangasluoma, J., Sarnela, N., Junninen, H., Jørgensen, S., Schallhart, S., Kajos, M. K., Taipale, R., Springer, M., Mentel, T. F., Ruuskanen, T., Petäjä, T., Worsnop, D. R., Kjaergaard, H. G., and Ehn, M. : The formation of highly oxidized multifunctional products in the ozonolysis of cyclohexene, J. Am. Chem. Soc., 136, 15596-15606, https://doi. org/10. 1021/ja507146s, 2014.
46. Rissanen, M. P., Kurtén, T., Sipilä, M., Thornton, J. A., Kausiala, O., Garmash, O., Kjaergaard, H. G., Petäjä, T., Worsnop, D. R., Ehn, M., and Kulmala, M. : Effects of chemical complexity on the autoxidation mechanisms of endocyclic alkene ozonolysis products: from methylcyclohexenes toward understanding -pinene, J. Phys. Chem. A, 119, 4633-4650, https://doi. org/10. 1021/jp510966g, 2015.
47. Salvermoser, M., Murnick, D. E., and Kogelschatz, U. : Influence of water vapor on photochemical ozone generation with efficient 172 nm xenon excimer lamps, Ozone Sci. Eng., 30, 228-237, https://doi. org/10. 1080/01919510802070611, 2008.
48. Schwantes, R. H., Schilling, K. A., McVay, R. C., Lignell, H., Coggon, M. M., Zhang, X., Wennberg, P. O., and Seinfeld, J. H. : Formation of highly oxygenated low-volatility products from cresol oxidation, Atmos. Chem. Phys., 17, 3453-3474, https://doi. org/10. 5194/acp-17-3453-2017, 2017.
49. Stanier, C. O., Khlystov, A. Y., and Pandis, S. N. : Nucleation events during the Pittsburgh air quality study: description and relation to key meteorological, gas phase, and aerosol parameters. Special Issue of Aerosol Science and Technology on Findings from the Fine Particulate Matter Supersites Program, Aerosol Sci. Tech., 38, 253-264, https://doi. org/10. 1080/02786820390229570, 2004.
50. Suh, I., Zhang, R., Molina, L. T., and Molina, M. J. : Oxidation mechanism of aromatic peroxy and bicyclic radicals from OH-toluene reactions, J. Am. Chem. Soc., 125, 12655-12665, https://doi. org/10. 1021/ja0350280, 2003.
51. Tröstl, J., Chuang, W. K., Gordon, H., Heinritzi, M., Yan, C., Molteni, U., Ahlm, L., Frege, C., Bianchi, F., Wagner, R., Simon, M., Lehtipalo, K., Williamson, C., Craven, J. S., Duplissy, J., Adamov, A., Almeida, J., Bernhammer, A.-K., Breitenlechner, M., Brilke, S., Dias, A., Ehrhart, S., Flagan, R. C., Franchin, A., Fuchs, C., Guida, R., Gysel, M., Hansel, A., Hoyle, C. R., Jokinen, T., Junninen, H., Kangasluoma, J., Keskinen, H., Kim, J., Krapf, M., Kürten, A., Laaksonen, A., Lawler, M., Leiminger, M., Mathot, S., Möhler, O., Nieminen, T., Onnela, A., Petäjä, T., Piel, F. M., Miettinen, P., Rissanen, M. P., Rondo, L., Sarnela, N., Schobesberger, S., Sengupta, K., Sipilä, M., Smith, J. N., Steiner, G., Tomè, A., Virtanen, A., Wagner, A. C., Weingartner, E., Wimmer, D., Winkler, P. M., Ye, P., Carslaw, K. S., Curtius, J., Dommen, J., Kirkby, J., Kulmala, M., Riipinen, I., Worsnop, D. R., Donahue, N. M., and Baltensperger, U. : The role of low-volatility organic compounds in initial particle growth in the atmosphere, Nature, 533, 527-531, https://doi. org/10. 1038/nature18271, 2016.
52. Vereecken, L. and Peeters, J. : Decomposition of substituted alkoxy radicals-part I: a generalized structure-activity relationship for reaction barrier heights, Phys. Chem. Chem. Phys., 11, 9062-9074, https://doi. org/10. 1039/b909712k, 2009.
53. Wallington, T. J., Dagaut, P., and Kurylo, M. J. : UV absorption cross sections and reaction kinetics and mechanisms for peroxy radicals in the gas phase, Chem. Rev., 92, 667-710, https://doi. org/10. 1021/cr00012a008, 1992.
54. Wang, S., Wu, R., Berndt, T., Ehn, M., and Wang, L. : Formation of highly oxidized radicals and multifunctional products from the atmospheric oxidation of alkylbenzenes, Environ. Sci. Technol., 51, 8442-8449, https://doi. org/10. 1021/acs. est. 7b02374, 2017.
55. Wang, Z. B., Hu, M., Pei, X. Y., Zhang, R. Y., Paasonen, P., Zheng, J., Yue, D. L., Wu, Z. J., Boy, M., and Wiedensohler, A. : Connection of organics to atmospheric new particle formation and growth at an urban site of Beijing, Atmos. Environ., 103, 7-17, https://doi. org/10. 1016/j. atmosenv. 2014. 11. 069, 2015.
56. Xiao, S., Wang, M. Y., Yao, L., Kulmala, M., Zhou, B., Yang, X., Chen, J. M., Wang, D. F., Fu, Q. Y., Worsnop, D. R., and Wang, L. : Strong atmospheric new particle formation in winter in urban Shanghai, China, Atmos. Chem. Phys., 15, 1769-1781, https://doi. org/10. 5194/acp-15-1769-2015, 2015.
57. Yu, H., Zhou, L., Dai, L., Shen, W., Dai, W., Zheng, J., Ma, Y., and Chen, M. : Nucleation and growth of sub-3 nm particles in the polluted urban atmosphere of a megacity in China, Atmos. Chem. Phys., 16, 2641-2657, https://doi. org/10. 5194/acp-16-2641-2016, 2016.