Formation of nitroanthracene and anthraquinone from the heterogeneous reaction between NO2 and anthracene adsorbed on NaCl particles

Environmental Science and Technology

Volumn 48, Issue 15, 2014, Pages 8671-8678

  Chen, Wenyuan ^a   Zhu, Tong ^a  

^a PEKING UNIVERSITY   (China)

Author keywords

[No Author keywords available]

Indexed keywords

ANTHRACENE; AROMATIC COMPOUNDS; KETONES;

9 ,10-ANTHRAQUINONE; ATMOSPHERIC PARTICLES; FORMATION MECHANISM; HETEROGENEOUS REACTIONS; POLYCYCLIC AROMATIC HYDROCARBONS (PAHS); PREDOMINANT REACTIONS; SECOND-ORDER REACTION; SEMIVOLATILE ORGANIC COMPOUNDS;

NITROGEN OXIDES;

9 NITROANTHRACENE; ANTHRACENE; ANTHRACENE DERIVATIVE; ANTHRAQUINONE; GRAPHITE; NITRATE; NITROGEN DIOXIDE; ORGANIC MATTER; SODIUM CHLORIDE; UNCLASSIFIED DRUG; 9,10-ANTHRAQUINONE; 9-NITROANTHRACENE; AIR POLLUTANT; ANTHRAQUINONE DERIVATIVE; POLYCYCLIC AROMATIC HYDROCARBON;

ADSORPTION; ARTICLE; CHEMICAL REACTION; CHEMICAL REACTION KINETICS; CHEMICAL STRUCTURE; HUMIDITY; REACTION ANALYSIS; REACTION TIME; AIR POLLUTANT; CHEMISTRY; KINETICS; SYNTHESIS;

ADSORPTION; AIR POLLUTANTS; ANTHRACENES; ANTHRAQUINONES; HUMIDITY; KINETICS; NITROGEN DIOXIDE; POLYCYCLIC HYDROCARBONS, AROMATIC; SODIUM CHLORIDE;

EID: 84905656808     PISSN: 0013936X     EISSN: 15205851     Source Type: Journal    
DOI: 10.1021/es501543g     Document Type: Article

References (42)

1. Slezakova, K.; Pires, J. C. M.; Castro, D.; Alvim-Ferraz, M. C. M.; Delerue-Matos, C.; Morais, S.; Pereira, M. C. PAH air pollution at a Portuguese urban area: Carcinogenic risks and sources identification Environ. Sci. Pollut. Res. 2013, 20 (6) 3932-3945
2. FinlaysonPitts, B. J.; Pitts, J. N. Tropospheric air pollution: Ozone, airborne toxics, polycyclic aromatic hydrocarbons, and particles Science 1997, 276 (5315) 1045-1052
3. Straif, K.; Baan, R.; Grosse, Y.; Secretan, B.; El Ghissassi, F.; Cogliano, V. Carcinogenicity of polycyclic aromatic hydrocarbons Lancet Oncol. 2005, 6 (12) 931-932
4. Durant, J. L.; Busby, W. F.; Lafleur, A. L.; Penman, B. W.; Crespi, C. L. Human cell mutagenicity of oxygenated, nitrated and unsubstituted polycyclic aromatic hydrocarbons associated with urban aerosols Mutat. Res., Genet. Toxicol. 1996, 371 (3-4) 123-157
5. Tokiwa, H.; Ohnishi, Y. Mutagenicity and carcinogenicity of nitroarenes and their sources in the environment Crit. Rev. Toxicol. 1986, 17 (1) 23-60
6. Salmeen, I.; Durisin, A. M.; Prater, T. J.; Riley, T.; Schuetzle, D. Contribution of 1-nitropyrene to direct-acting ames assay mutagenicities of diesel particulate extracts Mutat. Res. 1982, 104 (1-3) 17-23
7. Albinet, A.; Leoz-Garziandia, E.; Budzinski, H.; ViIlenave, E. Simultaneous analysis of oxygenated and nitrated polycyclic aromatic hydrocarbons on standard reference material 1649a (urban dust) and on natural ambient air samples by gas chromatography-mass spectrometry with negative ion chemical ionisation J. Chromatogr. A 2006, 1121 (1) 106-113
8. Pitts, J. N.; Sweetman, J. A.; Zielinska, B.; Winer, A. M.; Atkinson, R. Determination of 2-nitrofluoranthene and 2-nitropyrene in ambient particulate matter: Evidence for atmospheric reactions Atmos. Environ. 1985, 19 (10) 1601-1608
9. Feilberg, A.; Poulsen, M. W. B.; Nielsen, T.; Skov, H. Occurrence and sources of particulate nitro-polycyclic aromatic hydrocarbons in ambient air in Denmark Atmos. Environ. 2001, 35 (2) 353-366
10. 10 at a roadside site in Xiamen, China J. Environ. Sci., China 2012, 24 (10) 1767-1776
11. Keyte, I. J.; Harrison, R. M.; Lammel, G. Chemical reactivity and long-range transport potential of polycyclic aromatic hydrocarbons - A review Chem. Soc. Rev. 2013, 42 (24) 9333-9391
12. 2 Environ. Sci. Technol. 2013, 47 (15) 8434-8442
13. 2 and NO radicals with polycyclic aromatic hydrocarbons adsorbed on carbonaceous particles. Part 1: PAHs adsorbed on 1-2 mu m calibrated graphite particles Atmos. Environ. 2004, 38 (35) 6063-6072
14. 2 with polycyclic aromatic hydrocarbons adsorbed on silica particles Atmos. Environ. 2005, 39 (35) 6557-6567
15. 2 and OH radicals with polycyclic aromatic hydrocarbons adsorbed on carbonaceous particles. Part 2: PAHs adsorbed on diesel particulate exhaust SRM 1650a Atmos. Environ. 2006, 40 (2) 201-211
16. Perraudin, E.; Budzinski, H.; Villenave, E. Kinetic study of the reactions of ozone with polycyclic aromatic hydrocarbons adsorbed on atmospheric model particles J. Atmos. Chem. 2007, 56 (1) 57-82
17. 2 and MgO Atmos. Environ. 2011, 45 (4) 917-924
18. Ma, J. Z.; Liu, Y. C.; Ma, Q. X.; Liu, C.; He, H. Heterogeneous photochemical reaction of ozone with anthracene adsorbed on mineral dust Atmos. Environ. 2013, 72, 165-170
19. Schuetzle, D. Sampling of vehicle emissions for chemical-analysis and biological testing Environ. Health Perspect. 1983, 47 (JAN) 65-80
20. Onchoke, K. K.; Parks, M. E.; Nolan, A. H.; DFT, A. study of the vibrational spectra of 1-, and 2-nitrotriphenylene Spectrochim. Acta, Part A 2009, 74 (2) 579-587
21. Chung, M. Y.; Lazaro, R. A.; Lim, D.; Jackson, J.; Lyon, J.; Rendulic, D.; Hasson, A. S. Aerosol-borne quinones and reactive oxygen species generation by particulate matter extracts Environ. Sci. Technol. 2006, 40 (16) 4880-4886
22. Kumagai, Y. Polycyclic aromatic hydrocarbon quinones as redox and electrophilic chemicals contaminated in the atmosphere J. Health Sci. 2009, 55 (6) 887-894
23. Li, Y.; Zhu, T.; Zhao, J. C.; Xu, B. Y. Interactive enhancements of ascorbic acid and iron in hydroxyl radical generation in quinone redox cycling Environ. Sci. Technol. 2012, 46 (18) 10302-10309
24. Shang, Y.; Chen, C. Y.; Li, Y.; Zhao, J. C.; Zhu, T. Hydroxyl radical generation mechanism during the redox cycling process of 1,4-naphthoquinone Environ. Sci. Technol. 2012, 46 (5) 2935-2942
25. 2 with sea salt particles Sci. Sin., Ser. B 2010, 53 (12) 2652-2656
26. 2 on the surface of NaCl particles Sci. Sin., Ser. B 2006, 49 (4) 371-378
27. 2 on the surface of montmorillonite particles J. Environ. Sci., China 2012, 24 (10) 1753-1758
28. 3 J. Phys. Chem. 1994, 98 (14) 3747-3755
29. 10 J. Chem. Phys. 1997, 106 (22) 9004-9012
30. Hudgins, D. M.; Sandford, S. A. Infrared spectroscopy of matrix isolated polycyclic aromatic hydrocarbons. 1. PAHs containing two to four rings J. Phys. Chem. A 1998, 102 (2) 329-343
31. 5 Atmos. Environ. 2008, 42 (35) 8309-8314
32. 8 Spectrochim. Acta, Part A 1996, 52 (14) 1803-1814
33. 2: A key role for hydrates in the kinetics and mechanism J. Phys. Chem. A 1997, 101 (7) 1277-1286
34. 2 in laboratory systems and in outdoor and indoor atmospheres: An integrated mechanism Phys. Chem. Chem. Phys. 2003, 5 (2) 223-242
35. 3 and other oxides of nitrogen on solid NaCl: The role of surface-adsorbed water J. Phys. Chem. 1996, 100 (37) 15218-15228
36. 2-NaCl reaction studied by diffuse reflectance infrared spectroscopy (DRIRS) Atmos. Environ. 2000, 34 (16) 2571-2580
37. Tang, M. J.; Zhu, T. Heterogeneous reactions of gaseous methanesulfonic acid with NaCl and sea salt particles Sci. Sin., Ser. B 2009, 52 (1) 93-100
38. Dai, Q.; Hu, J.; Salmeron, M. Adsorption of water on NaCl (100) surfaces: Role of atomic steps J. Phys. Chem. B 1997, 101 (11) 1994-1998
39. 2O on NaCl(100) under ambient conditions J. Phys. Chem. B 1997, 101 (50) 10880-10886
40. 4 system J. Shaanxi Norm. Univ. 2004, 22 (4) 32-34
41. Eberson, L.; Radner, F. Electron-transfer reactions in organic-chemistry. 6. Possible role of electron-transfer in aromatic nitration by nitrosonium and nitronium ion Acta Chem. Scand., Ser. B 1984, 38 (10) 861-870
42. Wang, H. M.; Hasegawa, K.; Kagaya, S. The nitration of pyrene adsorbed on silica particles by nitrogen dioxide Chemosphere 2000, 41 (9) 1479-1484