The photochemical production of organic nitrates from α-pinene and loss via acid-dependent particle phase hydrolysis

Atmospheric Environment

Volumn 100, Issue , 2015, Pages 193-201

  Rindelaub, Joel D ^a   McAvey, Kevin M ^a   Shepson, Paul B ^a,b,c  

^a PURDUE UNIVERSITY   (United States)

^b PURDUE UNIVERSITY   (United States)

^c PURDUE UNIVERSITY   (United States)

Author keywords

Alpha pinene; Hydrolysis; Organic nitrates; Secondary organic aerosol

Indexed keywords

AEROSOLS; AIR QUALITY; ATMOSPHERIC HUMIDITY; HYDROLYSIS; MONOTERPENES; NITRIC OXIDE; OLEFINS; PHOTOCHEMICAL REACTIONS;

ALPHA-PINENES; GAS-TO-PARTICLE PARTITIONING; HYDROXYL RADICAL OXIDATIONS; NON EQUILIBRIUM; ORGANIC NITRATES; PHOTOCHEMICAL PRODUCTION; REGIONAL AIR QUALITY; SECONDARY ORGANIC AEROSOLS;

NITRATES;

HYDROCARBON; HYDROGEN PEROXIDE; NITRIC OXIDE; ORGANIC NITRATE; PINENE; TERPENE;

AEROSOL COMPOSITION; ATMOSPHERIC CHEMISTRY; HYDROLYSIS; HYDROXYL RADICAL; LABORATORY METHOD; NITRATE (ESTER); OXIDATION; PARTITIONING; PHOTOCHEMISTRY; REACTION KINETICS; RELATIVE HUMIDITY;

ACIDITY; AEROSOL; AIR QUALITY; ARTICLE; GAS; HUMIDITY; HYDROLYSIS; OXIDATION; PARTICLE SIZE;

EID: 84910021279     PISSN: 13522310     EISSN: 18732844     Source Type: Journal    
DOI: 10.1016/j.atmosenv.2014.11.010     Document Type: Article

References (56)

1. Aschmann S.M., Atkinson R., Arey J. Products of reaction of OH radicals with alpha-pinene. J.Geophys. Research-Atmospheres 2002, 107(7) 10.1029/2001jd001098.
2. 2 (m=AR). J.Chem. Phys. 1976, 65:306-310 10.1063/1.432770.
3. Atkinson R. Atmospheric reactions of alkoxy and beta-hydroxyalkoxy radicals. Int. J. Chem. Kinet. 1997, 29:99-111 10.1002/(sici)1097-4601(1997)29:2<99::aid-kin3>3.0.co;2-f.
4. Atkinson R., Baulch D.L., Cox R.A., Crowley J.N., Hampson R.F., Hynes R.G., Jenkin M.E., Rossi M.J., Troe J. Evaluated kinetic and photochemical data for atmospheric chemistry: volume II - gas phase reactions of organic species. Atmos. Chem. Phys. 2006, 6:3625-4055.
5. Bertram A.K., Martin S.T., Hanna S.J., Smith M.L., Bodsworth A., Chen Q., Kuwata M., Liu A., You Y., Zorn S.R. Predicting the relative humidities of liquid-liquid phase separation, efflorescence, and deliquescence of mixed particles of ammonium sulfate, organic material, and water using the organic-to-sulfate mass ratio of the particle and the oxygen-to-carbon elemental ratio of the organic component. Atmos. Chem. Phys. 2011, 11:10995-11006 10.5194/acp-11-10995-2011.
6. x lifetime in remote continental regions. Atmos. Chem. Phys. 2012, 12:11917-11932 10.5194/acp-12-11917-2012.
7. Bruns E.A., Perraud V., Zelenyuk A., Ezell M.J., Johnson S.N., Yu Y., Imre D., Finlayson-Pitts B.J., Alexander M.J. Comparison of FTIR and particle mass spectrometry for the measurement of particulate organic nitrates. Environ. Sci. Technol. 2010, 44. 10556-1061. http://dx.doi.org/10.1021/es9029864.
8. Carrington R.A.G. The infrared spectra of some organic nitrates. Spectrochim. Acta 1960, 16:1279-1293.
9. Capouet M., Peeters J., Noziere B., Muller J.F. Alpha-pinene oxidation by OH: simulations of laboratory experiments. Atmos. Chem. Phys. 2004, 4:2285-2311.
10. Chen X., Hulbert D., Shepson P.B. Measurement of the organic nitrate yield from OH reaction with isoprene. J. Geophys. Res. 1998, 103:25563-25568 10.1029/98JD0148.
11. Cook R.D. Detection of influential observation in linear-regression. Technometrics 1977, 19:15-18 10.2307/1268249.
12. Darer A.I., Cole-Filipiak N.C., O'Connor A.E., Elrod M.J. Formation and stability of atmospherically relevant isoprene-derived organosulfates and organonitrates. Environ. Sci. Technol. 2011, 45:1895-1902 10.1021/es103797z.
13. Day D.A., Liu S., Russell L.M., Ziemann P.J. Organonitrate group concentrations in submicron particles with high nitrate and organic fractions in coastal Southern California. Atmos. Environ. 2010, 44:1970-1979 10.1016/j.atmosenv.2010.02.045.
14. Dekermenjian M., Allen D.T., Atkinson R., Arey J. FTIR analysis of aerosol formed in the photooxidation of naphthalene. Aerosol Sci. Technol. 1999, 30:273-279 10.1080/027868299304624.
15. Galbavy E.S., Anastasio C., Lefer B., Hall S. Light penetration in the snowpack at Summit, Greenland: part 2 nitrate photolysis. Atmos. Environ. 2007, 41:5091-5100 10.1016/j.atmosenv.2006.01.066.
16. Goldstein A.H., Galbally I.E. Known and unexplored organic constituents in the earth's atmosphere. Environ. Sci. Technol. 2007, 41:1514-1521 10.1021/es072476p.
17. Guenther A.B., Jiang X., Heald C.L., Sakulyanontvittaya T., Duhl T., Emmons L.K., Wang X. The model of emissions of gases and aerosols from nature version 2.1 (MEGAN2.1): an extended and updated framework for modeling biogenic emissions. Geosci. Model Dev. 2012, 5:1471-1492 10.5194/gmd-5-1471-2012.
18. Hallquist M., Wangberg I., Ljungstrom E., Barnes I., Becker K.H. Aerosol and product yields from NO3 radical-initiated oxidation of selected monoterpenes. Environ. Sci. Technol. 1999, 33:553-559 10.1021/es980292s.
19. Henry K.M., Lohaus T., Donahue N.M. Organic aerosol yields from alpha-pinene oxidation: bridging the gap between first-generation yields and aging chemistry. Environ. Sci. Technol. 2012, 46:12347-12354 10.1021/es302060y.
20. Hoffmann T., Odum J.R., Bowman F., Collins D., Klockow D., Flagan R.C., Seinfeld J.H. Formation of organic aerosols from the oxidation of biogenic hydrocarbons. J.Atmos. Chem. 1997, 26:189-222 10.1023/a:1005734301837.
21. Hu K.S., Darer A.I., Elrod M.J. Thermodynamics and kinetics of the hydrolysis of atmospherically relevant organonitrates and organosulfates. Atmos. Chem. Phys. 2011, 11:8307-8320 10.5194/acp-11-8307-2011.
22. Jacob D.J. Heterogeneous chemistry and tropospheric ozone. Atmos. Environ. 2000, 34:2131-2159 10.1016/s1352-2310(99)00462-8.
23. x/air in the presence of natural sunlight. J.Geophys. Research-Atmospheres 2001, 106:12541-12558 10.1029/2001jd900005.
24. Koutrakis P., Wolfson J.M., Spengler J.D. An improved method for measuring aerosol strong acidity - results from a 9-Month study in St. Loius, Missouri and Kingston, Tennesee. Atmos. Environ. 1988, 22:157-162 10.1016/0004-6981(88)90308-3.
25. Laurent J.P., Allen D.T. Size distributions of organic functional groups in ambient aerosol collected in Houston, Texas. Aerosol Sci. Technol. 2004, 38:82-91 10.1080/02786820390229561.
26. Lee A., Goldstein A.H., Kroll J.H., Ng N.L., Varutbangkul V., Flagan R.C., Seinfeld J.H. Gas-phase products and secondary aerosol yields from the photooxidation of 16 different terpenes. J.Geophys. Research-Atmospheres 2006, 111(25) 10.1029/2006jd007050.
27. Lee L., Teng A.P., Wennberg P.O., Crounse J.D., Cohen R.C. On rates and mechanisms of OH and O-3 reactions with isoprene-derived hydroxy nitrates. J.Phys. Chem. A 2014, 118:1622-1637 10.1021/jp4107603.
28. Liu S., Shilling J.E., Song C., Hiranuma N., Zaveri R.A., Russell L.M. Hydrolysis of organonitrate functional groups in aerosol particles. Aerosol Sci. Technol. 2012, 46:1359-1369 10.1080/02786826.2012.716175.
29. Lockwood A.L., Shepson P.B., Fiddler M.N., Alaghmand M. Isoprene nitrates: preparation, separation, identification, yields, and atmospheric chemistry. Atmos. Chem. Phys. 2010, 10:6169-6178.
30. Muller B., Heal M.R. Mass accommodation coefficients of phenol, 2-nitrophenol, and 3-methylphenol over the temperature range 278-298K. J.Phys. Chem. A 2002, 106:5120-5127 10.1021/jp013559+.
31. Murdachaew G., Varner M.E., Phillips L.F., Finlayson-Pitts B.J., Gerber R.B. Nitrogen dioxide at the air-water interface: trapping, absorption, and solvation in the bulk and at the surface. Phys. Chem. Chem. Phys. 2013, 15:204-212 10.1039/c2cp42810e.
32. Nakamura T., Busfield W.K., Jenkins I.D., Rizzardo E., Thang S.H., Suyama S. Thermal decomposition mechanisms of tert-alkyl peroxypivalates studied by the nitroxide radical trapping technique. J.Org. Chem. 2000, 65:16-23 10.1021/jo990680s.
33. Ng N.L., Kroll J.H., Keywood M.D., Bahreini R., Varutbangkul V., Flagan R.C., Seinfeld J.H., Lee A., Goldstein A.H. Contribution of first- versus second-generation products to secondary organic aerosols formed in the oxidation of biogenic hydrocarbons. Environ. Sci. Technol. 2006, 40:2283-2297 10.1021/es052269u.
34. Nguyen T.B., Laskin J., Laskin A., Nizkorodov S.A. Nitrogen-containing organic compounds and oligomers in secondary organic aerosol formed by photooxidation of isoprene. Environ. Sci. Technol. 2011, 45:6908-6918 10.1021/es201611n.
35. y. Atmos. Environ. 1995, 29:1757-1769 10.1016/1352-2310(95)00098-j.
36. Nielsen T., Platz J., Granby K., Hansen A.B., Skov H., Egelov A.H. Particulate organic nitrates: sampling and night/day variation. Atmos. Environ. 1998, 32:2601-2608 10.1016/s1352-2310(97)00483-4.
37. Noda J., Hallquist M., Langer S., Ljungstrom E. Products from the gas-phase reaction of some unsaturated alcohols with nitrate radicals. Phys. Chem. Chem. Phys. 2000, 2:2555-2564 10.1039/b000251h.
38. Noziere B., Barnes I., Becker K.H. Product study and mechanisms of the reactions of alpha-pinene and of pinonaldehyde with OH radicals. J.Geophys. Research-Atmospheres 1999, 104:23645-23656 10.1029/1999jd900778.
39. Orlando J.J., Tyndall G.S., Wallington T.J. The atmospheric chemistry of alkoxy radicals. Chem. Rev. 2003, 103:4657-4689 10.1021/cr020527p.
40. Pankow J.F. An absorption-model of gas-particle paritioning of organic-compounds in the atmosphere. Atmos. Environ. 1994, 28:185-188 10.1016/1352-2310(94)90093-0.
41. Pankow J.F., Asher W.E. SIMPOL.1: a simple group contribution method for predicting vapor pressures and enthalpies of vaporization of multifunctional organic compounds. Atmos. Chem. Phys. 2008, 8:2773-2796.
42. Paulot F., Crounse J.D., Kjaergaard H.G., Kroll J.H., Seinfeld J.H., Wennberg P.O. Isoprene photooxidation: new insights into the production of acids and organic nitrates. Atmos. Chem. Phys. 2009, 9:1479-1501.
43. Paulot F., Henze D.K., Wennberg P.O. Impact of the isoprene photochemical cascade on tropical ozone. Atmos. Chem. Phys. 2012, 12:1307-1325 10.5194/acp-12-1307-2012.
44. Peeters J., Vereecken L., Fantechi G. The detailed mechanism of the OH-initiated atmospheric oxidation of alpha-pinene: a theoretical study. Phys. Chem. Chem. Phys. 2001, 3:5489-5504 10.1039/b106555f.
45. Perraud V., Bruns E.A., Ezell M.J., Johnson S.N., Yu Y., Alexander M.L., Zelenyuk A., Imre D., Chang W.L., Dabdub D., Pankow J.F., Finlayson-Pitts B.J. Nonequilibrium atmospheric secondary organic aerosol formation and growth. Proc. Natl. Acad. Sci. U S A 2012, 109:2836-2841 10.1073/pnas.1119909109.
46. Roberts J.M. The atmospheric chemistry of organic nitrates. Atmos. Environ. Part a-General Top. 1990, 24:243-287 10.1016/0960-1686(90)90108-y.
47. Rollins A.W., Smith J.D., Wilson K.R., Cohen R.C. Real time in situ detection of organic nitrates in atmospheric aerosols. Environ. Sci. Technol. 2010, 44:5540-5545 10.1021/es100926x.
48. Rollins A.W., Pusede S., Wooldridge P., Min K.E., Gentner D.R., Goldstein A.H., Liu S., Day D.A., Russell L.M., Rubitschun C.L., Surratt J.D., Cohen R.C. Gas/particle partitioning of total alkyl nitrates observed with TD-LIF in bakersfield. J.Geophys. Research-Atmospheres 2013, 118:6651-6662 10.1002/jgrd.50522.
49. Smith M.L., Bertram A.K., Martin S.T. Deliquescence, efflorescence, and phase miscibility of mixed particles of ammonium sulfate and isoprene-derived secondary organic material. Atmos. Chem. Phys. 2012, 12:9613-9628 10.5194/acp-12-9613-2012.
50. Suarez-Bertoa R., Picquet-Varrault B., Tamas W., Pangui E., Doussin J.F. Atmospheric fate of a series of carbonyl nitrates: photolysis frequencies and OH-oxidation rate constants. Environ. Sci. Technol. 2012, 46:12502-12509 10.1021/es302613x.
51. Surratt J.D., Gomez-Gonzalez Y., Chan A.W.H., Vermeylen R., Shahgholi M., Kleindienst T.E., Edney E.O., Offenberg J.H., Lewandowski M., Jaoui M., Maenhaut W., Claeys M., Flagan R.C., Seinfeld J.H. Organosulfate formation in biogenic secondary organic aerosol. J.Phys. Chem. A 2008, 112:8345-8378 10.1021/jp802310p.
52. x-air photooxidations of toluene and M-xylene and p-xylene. Environ. Sci. Technol. 1984, 18:981-984 10.1021/es00130a017.
53. Veselovskii I.A., Cha H.K., Kim D.H., Choi S.C., Lee J.M. Raman lidar for the study of liquid water and water vapor in the troposphere. Appl. Phys. B-Lasers Opt. 2000, 71:113-117.
54. 2O. J.Geophys. Research-Atmospheres 2002, 107(14) 10.1029/2001jd000451.
55. Worton D.R., Mills G.P., Oram D.E., Sturges W.T. Gas chromatography negative ion chemical ionization mass spectrometry: application to the detection of alkyl nitrates and halocarbons in the atmosphere. J.Chromatogr. A 2008, 1201:112-119 10.1016/j.chroma.2008.06.019.
56. Zafiriou O.C., True M.B. NITRATE photolysis in seawater by sunlight. Mar. Chem. 1979, 8:33-42 10.1016/0304-4203(79)90030-6.