Skip to main content
SpringerLink
Log in

Night-Time Atmospheric Reactivity of Some Oxygenated Organic Compounds

  • Chapter
  • First Online:
Environment, Energy and Climate Change I

Part of the book series: The Handbook of Environmental Chemistry ((HEC,volume 32))

  • 2170 Accesses

Abstract

The nitrate radical (NO3) is the most important atmospheric oxidant during the night-time for organic volatile compounds. In the review reported here, the available kinetic and product data for nitrate radical reactions with a series of oxygenated volatile organic compounds (OVOCs) are reviewed. The results cover the reactivity of NO3 towards unsaturated aldehydes, aliphatic alcohols and acrylate esters. The kinetic results obtained by different research groups on using various experimental techniques are compared and discussed. Trends in reactivity are analyzed, and studies on the primary reaction products, when available, are presented. The reaction mechanisms elucidated from the kinetic and product data are presented and discussed.

Kinetic data for the reactions of the OVOCS reviewed in this chapter with atmospheric oxidants are necessary to obtain a realistic representation of the chemistry of these compounds in tropospheric models, which are used to assess the impact of contaminants on air quality. The rate coefficients for the reactions of the oxidants with the OVOCs can be employed to calculate the tropospheric lifetimes of the OVOCs in the atmosphere with respect to each oxidant. The lifetimes of the reviewed compounds in their reactions with NO3 are summarized in this chapter, and the atmospheric relevance of the loss processes is analyzed in comparison to losses through reactions with other important atmospheric oxidants.

This is a preview of subscription content, log in via an institution to check access.

Access this chapter

Log in via an institution
Chapter
USD 29.95
Price excludes VAT (USA)
  • Available as PDF
  • Read on any device
  • Instant download
  • Own it forever
eBook
USD 169.00
Price excludes VAT (USA)
  • Available as EPUB and PDF
  • Read on any device
  • Instant download
  • Own it forever
Hardcover Book
USD 219.99
Price excludes VAT (USA)
  • Durable hardcover edition
  • Dispatched in 3 to 5 business days
  • Free shipping worldwide - see info

Tax calculation will be finalised at checkout

Purchases are for personal use only

Institutional subscriptions

References

  1. Noxon JF, Norton RB, Henderson WR (1978) Observation of atmospheric NO3. Geophys Res Lett 5:675–678

    CAS  Google Scholar 

  2. Platt U, Perner D, Winner AM, Harris GW, Pitts JN Jr (1980) Detection of NO3 in the polluted troposphere by differential optical absorption. Geophys Res Lett 7:89–92

    CAS  Google Scholar 

  3. Schott G, Davidson N (1958) Shock waves in chemical kinetics: the decomposition of N2O5 at high temperatures. J Am Chem Soc 80:1841–1853

    CAS  Google Scholar 

  4. Morris ED Jr, Niki H (1974) Reaction of the nitrate radical with acetaldehyde and propylene. J Phys Chem 78:1337–1338

    Google Scholar 

  5. Wayne RP, Barnes I, Biggs P, Burrows JP, Canosa-Mas CE, Hjorth J, Le Bras G, Moortgat GK, Perner D, Poulet G, Restelli G, Sidebottom H (1991) The nitrate radical: physics, chemistry, and the atmosphere. Atmos Environ 25:1–203

    Google Scholar 

  6. Brown SS, Stutz J (2012) Nighttime radical observations and chemistry. Chem Soc Rev 41:6405–6447

    CAS  Google Scholar 

  7. Finlayson-Pitts BJ, Pitts JN Jr (2000) Chemistry of the upper and lower atmosphere, theory, experiments and applications. Academic, San Diego

    Google Scholar 

  8. Calvert JG, Mellouki A, Orlando JJ, Pilling MJ, Wallington TJ (2011) The mechanisms of atmospheric oxidation of the oxygenates. Oxford University Press, New York

    Google Scholar 

  9. Hoyle CR, Boy M, Donahue NM, Fry JL, Glasius M, Guenther A, Hallar AG, Huff K, Hartz MD, Petters T, Petaja T, Rosenoern T, Sullivan AP (2011) A review of the anthropogenic influence on biogenic secondary organic aerosol. Atmos Chem Phys 11:321–343

    CAS  Google Scholar 

  10. König G, Brunda M, Puxbau H, Hewitt CN, Duckham SC, Rudolph J (1995) Relative contribution of oxygenated hydrocarbons to the total biogenic VOC emissions of selected mid-European agricultural and natural plant species. Atmos Environ 29:861–874

    Google Scholar 

  11. McDonald RC, Fall R (1993) Detection of substantial emissions of methanol from plants to the atmosphere. Atmos Environ A 27:1709–1713

    Google Scholar 

  12. Bilde M, Mogelberg TE, Sehested J, Nielsen OJ, Wallington TJ, Hurley MD, Japar SM, Dill M, Orkin VL, Buckley TJ, Huie RE, Kurylo MJ (1997) Atmospheric chemistry of dimethyl carbonate: reaction with OH radicals, UV spectra of CH3OC(O)OCH2 and CH3OC(O)OCH2O2 radicals, reactions of CH3OC(O)OCH2O2 with NO and NO2, and fate of CH3OC(O)OCH2O radicals. Phys Chem 101:3514–3525

    CAS  Google Scholar 

  13. Atkinson R, Arey J (2003) Atmospheric degradation of volatile organic compounds. Chem Rev 103:4605–4638

    CAS  Google Scholar 

  14. Mellouki A, Le Bras G, Sidebottom H (2003) Kinetics and mechanisms of the oxidation of oxygenated organic compounds in the gas phase. Chem Rev 103:5077–5096

    CAS  Google Scholar 

  15. Noda J, Hallquist M, Langer S, Ljungström E (2000) Products from the gas-phase reaction of some unsaturated alcohols with nitrate radicals. Phys Chem Chem Phys 2:2555–2564

    CAS  Google Scholar 

  16. Baxley JS, Wells JR (1998) The hydroxyl radical reaction rate constant and atmospheric transformation products of 2-butanol and 2-pentanol. Int J Chem Kinet 30:745–752

    CAS  Google Scholar 

  17. Mellouki A, Oussar F, Lun X, Chakir A (2004) Kinetics of the reactions of the OH radical with 2-methyl-1-propanol, 3-methyl-1-butanol and 3-methyl-2-butanol between 241 and 373 K. Phys Chem Chem Phys 6:2951–2955

    CAS  Google Scholar 

  18. Jiménez E, Lanza B, Garzón A, Ballesteros B, Albaladejo J (2005) Atmospheric degradation of 2-butanol, 2-methyl-2-butanol and 2,3-dimethyl-2-butanol: OH kinetics and UV absorption cross section. J Phys Chem A 109:10903–10909

    Google Scholar 

  19. Langer S, Ljungström E (1995) Rates of reaction between the nitrate radical and some aliphatic alcohols. J Chem Soc Faraday Trans 91:405–410

    CAS  Google Scholar 

  20. Moreno A, Salgado MS, Martín MP, Martínez E, Cabañas B (2012) Kinetic study of the gas phase reactions of a series of alcohols with the NO3 radical. J Phys Chem A 116:10383–10389

    CAS  Google Scholar 

  21. Atkinson R, Carter WP (1984) Kinetics and mechanisms of gas phase reactions of ozone with organic compound under atmospheric conditions. Chem Rev 84:437–470

    CAS  Google Scholar 

  22. Ballesteros B, Garzón A, Jiménez E, Notario A, Albaladejo J (2007) Relative and absolute kinetic studies of 2-butanol and related alcohols with tropospheric Cl atoms. Phys Chem Chem Phys 9:1210–1218

    CAS  Google Scholar 

  23. Gallego-Iniesta MP, Moreno A, Martín MP, Tapia A, Cabañas B, Salgado MS (2010) Reactivity of 2-ethyl-1-hexanol in the atmosphere. Phys Chem Chem Phys 12:3294–3300

    Google Scholar 

  24. Peng CY, Lan CH, Dai YT (2006) Speciation and quantification of vapor phases in soy biodiesel and waste cooking oil biodiesel. Chemosphere 65:2054–2062

    CAS  Google Scholar 

  25. Wallington TJ, Atkinson R, Winer AM, Pitts JN Jr (1987) A study of the reaction NO3 + NO2 + M → N2O5 (M = N2, O2). Int J Chem Kinet 19:243–249

    CAS  Google Scholar 

  26. Canosa-Mas CE, Smith SJ, Toby S, Wayne RP (1989) Laboratory studies of the reactions of the nitrate radical with chloroform, methanol, hydrogen chloride and hydrogen bromide. J Chem Soc Faraday Trans 85:709–725

    CAS  Google Scholar 

  27. Chew AA, Atkinson R, Aschmann SM (1998) Kinetics of the gas-phase reactions of NO3 radicals with a series of alcohols, glycol ethers, ethers and chloroalkenes. J Chem Soc Faraday Trans 94:1083–1089

    CAS  Google Scholar 

  28. Atkinson R, Baulch DL, Cox RA, Crowley JN, Hampson RF, Hynes RG, Jenkin ME, Rossi MJ, Troe J (2006) Evaluated kinetic and photochemical data for atmospheric: volume II-gas phase reactions of organic species. J Atmos Chem Phys 6:3625–4055

    CAS  Google Scholar 

  29. IUPAC (2008) Subcommitee for gas kinetic data evaluation, evaluated gas kinetic data for atmospheric chemistry, www.iupac-kinetic.ch.cam.ac.uk

  30. Moreno A, Salgado MS, Taccone R, Martín MP, Cabañas B (2014) Atmospheric degradation of saturated alcohols: room temperature rate coefficients for NO3 radical reactions. Atmos Environ 96:229–235

    CAS  Google Scholar 

  31. Aschmann S, Atkinson R (1995) Rate constants for the reactions of the NO3 radical with alkanes at 296 ± 2 K. Atmos Environ 29:2311–2316

    CAS  Google Scholar 

  32. Atkinson R, Aschmann SM, Pitts JN (1988) Rate constants for the gas-phase reactions of the nitrate radical with a series of organic compounds at 296. + −. 2 K. J Phys Chem 92:3454–3457

    CAS  Google Scholar 

  33. Dittgen M, Durrani M, Lehmann K (1997) Acrylic polymers: a review of pharmaceutical applications. STP Pharma Sci 7:403–437

    CAS  Google Scholar 

  34. Hervás-García A, Martínez-Lozano MA, Cabanes-Vila J, Barjau-Escribano A, Fos-Galve P (2006) Composite resins. A review of the materials and clinical indications. Med Oral Patol Oral Cir Bucal 11:215–220

    Google Scholar 

  35. Ryou M, Thompson CC (2006) Tissue adhesives: a review. Tech Gastrointest Endosc 8:33–37

    Google Scholar 

  36. Burns D, Doolan KP (2005) The discrimination of automotive clear coat paints indistinguishable by Fourier transform infrared spectroscopy via pyrolysis–gas chromatography–mass spectrometry. Anal Chim Acta 539:157–164

    CAS  Google Scholar 

  37. Bauer W Jr (2002) Methacrylic acid and derivatives. Ullmann’s encyclopedia of industrial chemistry. Wiley-VCH, Weinheim

    Google Scholar 

  38. Pankow JF, Luo W, Bender DA, Isabelle LM, Hollingsworth JS, Chen C, Asher WE, Zogorski JS (2003) Concentration and concurrence correlations of 88 volatile organic compounds (VOCs) in the ambient air of 13 semi-rural to urban locations in the United States. Atmos Environ 37:5023–5046

    CAS  Google Scholar 

  39. Etievant PX, Azar M, Pham-Delegue H, Masson CJ (1984) Isolation and identification of volatile constituents of sunflowers (Helianthus annuus. L.). J Agric Food Chem 32:503–509

    CAS  Google Scholar 

  40. Isidorov V, Jdanova M (2002) Volatile organic compounds from leaves litter. Chemosphere 48:975–979

    CAS  Google Scholar 

  41. Klotz B, Barnes I, Imamura T (2004) Product study of the gas-phase reactions of O3, OH and NO3 radicals with methyl-ethyl-ether. Phys Chem Chem Phys 6:1725–1734

    CAS  Google Scholar 

  42. Smith DF, Melver CD, Kleindienst TE (1995) Kinetics and mechanism of the atmospheric oxidation of tertiary-amyl methyl ether. Int J Chem Kinet 27:453–472

    CAS  Google Scholar 

  43. Gai Y, Ge M, Wang W (2009) Rate constants for the gas phase reaction of ozone with n-butyl acrylate and ethyl methacrylate. Chem Phys Lett 473:57–60

    CAS  Google Scholar 

  44. Bernard F, Eyglunent G, Daële V, Mellouki A (2010) Kinetics and products of gas-phase reactions of ozone with methyl methacrylate, methyl acrylate and ethyl acrylate. J Phys Chem A 114:8376–8383

    CAS  Google Scholar 

  45. Wang K, Ge M, Wang W (2010) Kinetics of the gas-phase reactions of NO3 radicals with ethyl acrylate, n-butyl acrylate, methyl methacrylate and ethyl methacrylate. Atmos Environ 44:1847–1850

    Google Scholar 

  46. Salgado MS, Gallego-Iniesta MP, Martín P, Tapia A, Cabañas B (2011) Night-time atmospheric chemistry of methacrylates. Environ Sci Pollut Res 18:940–948

    CAS  Google Scholar 

  47. Gaona E, Blanco MB, Barnes I, Teruel MA (2013) Gas phase kinetics for the ozonolysis of n-butyl methacrylate, ethyl crotonate and vinyl propionate under atmospheric conditions. Chem Phys Lett 579:11–15

    Google Scholar 

  48. Teruel MA, Lane SI, Mellouki A, Solignac G, Le Bras G (2006) OH reaction rate constants and UV absorption cross-sections of unsaturated esters. Atmos Environ 40:3764–3772

    CAS  Google Scholar 

  49. Blanco MB, Teruel MA (2008) Photodegradation of butyl acrylate in the troposphere by OH radicals: kinetics and fate of 1,2-hydroxyalcoxy radicals. J Phys Org Chem 21:397–401

    CAS  Google Scholar 

  50. Canosa-Mas CE, Carr S, King MD, Shallcross DE, Thompson KC, Wayne RP (1999) Kinetic study of the reactions of NO3 with methyl vinyl ketone, methacrolein, acrolein, methyl acrylate and methyl methacrylate. Phys Chem Chem Phys 1:4195–4202

    CAS  Google Scholar 

  51. Canosa CE, Flugge ML, King MD, Wayne RP (2005) An experimental study of the gas-phase reaction of the radical NO3 with α, β-unsaturated compounds. Phys Chem Chem Phys 7:643–650

    Google Scholar 

  52. Atkinson R (1997) Gas-phase tropospheric chemistry of volatile organic compounds. 1. Alkanes and alkenes. J Phys Chem Ref Data 26:215–290

    CAS  Google Scholar 

  53. Saunders SM, Baulch DL, Cooke KM, Pilling MJ (1994) Smurthwaite PI. Kinetics and mechanisms of the reactions of OH with some oxygenated compounds of importance in tropospheric chemistry. Int J Chem Kinet 26:113–130

    CAS  Google Scholar 

  54. Blanco MB, Taccone RA, Lane SI, Teruel MA (2006) On the OH initiated degradation of methacrylates in the troposphere: gas-phase kinetics and formation of pyruvates. Chem Phys Lett 429:389–394

    CAS  Google Scholar 

  55. Blanco MB, Bejan I, Barnes I, Wiesen P, Teruel MA (2009) OH-initiated degradation of unsaturated esters in the atmosphere: kinetics in the temperature range of 287–313 K. J Phys Chem A 113:5958–5965

    CAS  Google Scholar 

  56. Blanco MB, Bejan I, Barnes I, Wiesen P, Teruel MA (2009) Temperature-dependent rate coefficients for the reactions of Cl atoms with methyl methacrylate, methyl acrylate and butyl methacrylate at atmospheric pressure. Atmos Environ 43:5996–6002

    CAS  Google Scholar 

  57. Colomer JP, Blanco MB, Peñéñory AB, Barnes I, Wiesen P, Teruel MA (2013) FTIR gas-phase kinetic study on the reactions of OH radicals and Cl atoms with unsaturated esters: Methyl 3,3-dimethylacrylate, (E)-ethyl tiglate and methyl-3-butenoate. Atmos Environ 79:546–552

    CAS  Google Scholar 

  58. Martín MP, Gallego-Iniesta MP, Espinosa JL, Tapia A, Cabañas B, Salgado MS (2010) Gas-phase reactions of unsaturated esters with Cl atoms. Environ Sci Pollut Res 17:539–546

    Google Scholar 

  59. Atkinson R (1991) Kinetics and mechanisms of the gas-phase reactions of the NO3 radical with organic compounds. J Phys Chem Ref Data 20:459–507

    CAS  Google Scholar 

  60. Tuazon EC, Alvarado A, Aschmann SM, Atkinson R, Arey J (1999) Products of the gas-phase reactions of 1,3-butadiene with OH and NO3 radicals. Environ Sci Technol 33:3586–3595

    CAS  Google Scholar 

  61. Blanco MB, Bejan I, Barnes I, Wiesen P, Teruel MA (2010) FTIR product distribution study of the Cl and OH initiated degradation of methyl acrylate at atmospheric pressure. Environ Sci Technol 44:7031–7036

    CAS  Google Scholar 

  62. Blanco MB, Bejan I, Barnes I, Wiesen P, Teruel MA (2014) Products and mechanism of the reactions of OH radicals and Cl atoms with methyl methacrylate (CH2 = C(CH3)C(O)OCH3) in the presence of NOx. Environ Sci Technol 48:1692–1699

    CAS  Google Scholar 

  63. Grosjean D (1990) Atmospheric chemistry of toxic contaminants. Unsaturated aliphatics: acrolein, acrylonitrile, maleic anhydride. J Air Waste Manage Assoc 40:1664–1668

    CAS  Google Scholar 

  64. Environmental Protection Agency, http://www.epa.gov

  65. Cabañas B, Salgado S, Martín P, Baeza MT, Martínez E (2001) Night-time atmospheric loss process for unsaturated aldehydes: reaction with NO3 radicals. J Phys Chem A 105:4440–4445

    Google Scholar 

  66. Salgado MS, Monedero E, Villanueva F, Martín P, Tapia A, Cabañas B (2008) Night time atmospheric fate of acrolein and crotonaldehyde. Environ Sci Technol 42:2394–2400

    CAS  Google Scholar 

  67. Gertler AW, Bagley ST, Dippel WA (1998) Measurements of dioxin and furan emissions factors from heavy-duty diesel vehicles. J Air Waste Manage Assoc 48:276–278

    CAS  Google Scholar 

  68. Ciccioli P, Brancaleoni E, Frattoni M, Cecinato A, Pinciarelli L (2001) Determination of volatile organic compounds (VOC) emitted from biomass burning of mediterranean vegetation species by GC-MS. Anal Lett 34:937–955

    CAS  Google Scholar 

  69. Lev-On M, Le Travec C, Uijlein J, Alleman TL, Lawson DR, Vertin K, Thompson G.H, Gautam M, Wayne S, Okamoto R, Rieger P, Yee G, Ospital J, Zielinska B, Sagebiel J, Chatterjee S, Hallstrom K (2002) Chemical speciation of exhaust emissions from trucks and buses fuelled on ultra-low sulphur diesel and CNG. Society of Automotive Engineers, SP-2002, SP-1673

    Google Scholar 

  70. Yokelson RJ, Karl T, Artaxo P, Blake DR, Christian TJ, Griffith DWT, Guenther A, Hao WM (2007) The tropical forest and fire emissions experiment: overview and airborne fire emission factor measurements. Atmos Chem Phys Discuss 7:5175–5196

    CAS  Google Scholar 

  71. Villanueva F, Cabañas B, Monedero E, Salgado S, Bejan I, Martín P (2009) Atmospheric degradation of alkylfurans with chlorine atoms: product and mechanistic study. Atmos Environ 43:2804–2813

    CAS  Google Scholar 

  72. Ameur LA, Rega B, Giampaoli P, Trystam G, Birlouez-Aragon I (2008) The fate of furfurals and other volatile markers during the baking process of a model cookie. Food Chem 111:758–763

    Google Scholar 

  73. Bail S, Krist S, Masters E, Unterweger H, Buchbauer G (2009) Volatile compounds of shea butter samples made under different production conditions in western, central and eastern Africa. J Food Compos Anal 22:738–744

    CAS  Google Scholar 

  74. Moon JK, Shibamoto T (2009) Role of roasting conditions in the profile of volatile flavour chemicals formed from coffee beans. J Agric Food Chem 57:5823–5831

    CAS  Google Scholar 

  75. Bierbach A, Barnes I, Becker KH (1995) Product and kinetic study of the OH-initiated gas-phase oxidation of furan, 2-methylfuran and furanaldehydes at ≈ 300 K. Atmos Environ 29:2651–2660

    CAS  Google Scholar 

  76. Berndt T, Böge O, Rolle W (1997) Products of gas-phase reactions of NO3 radicals with furan and tetramethylfuran. Environ Sci Technol 31:1157–1162

    CAS  Google Scholar 

  77. Villanueva F, Barnes I, Monedero E, Salgado MS, Gómez MV, Martín P (2007) Primary distribution from the Cl-atom initiated atmospheric degradation of furan: environmental implications. Atmos Environ 41:8796–8810

    CAS  Google Scholar 

  78. Arey A, Obermeyer G, Aschamann SM, Chattopadhyay S, Cusick RD, Atkinson R (2009) Dicarbonyl products of the OH radical-initiated reaction of a series of aromatic hydrocarbons. Environ Sci Technol 43:683–689

    CAS  Google Scholar 

  79. Gómez-Álvarez E, Borrás E, Viidanoja J, Hjorth J (2009) Unsaturated dicarbonyl products from the OH-initiated photo-oxidation of furan, 2-methylfuran and 3-methylfuran. Atmos Environ 43:1603–1612

    Google Scholar 

  80. Atkinson R (1994) Gas phase tropospheric chemistry of organic compounds. J Phys Chem Ref Data Monogr 2:1–216

    CAS  Google Scholar 

  81. Zhao Z, Husainy S, Smith GD (2011) Kinetics studies of the gas-phase reactions of NO3 radicals with series of 1-alkenes, dienes, cycloalkenes, alkenols, and alkenals. J Phys Chem A 115:12161–12172

    CAS  Google Scholar 

  82. Kerdouci J, Picquet-Varrault B, Durand-Jolibois R, Gaimoz C, Doussin JF (2012) An experimental study of the gas-phase reactions of NO3 radicals with a series of unsaturated aldehydes:trans-2-hexenal, trans-2-heptenal, and trans-2-octenal. J Phys Chem A 116:10135–10142

    CAS  Google Scholar 

  83. Colmenar I, Cabañas B, Martínez E, Salgado MS, Martín P (2012) Atmospheric fate of a series of furanaldehydes by their NO3 reactions. Atmos Environ 54:177–184

    CAS  Google Scholar 

  84. Martín P, Cabañas B, Colmenar I, Salgado MS, Villanueva F, Tapia A (2013) Reactivity of E-butenedial with the major atmospheric oxidants. Atmos Environ 70:351–360

    Google Scholar 

  85. Atkinson R (2000) Atmospheric chemistry of VOCs and NOx. Atmos Environ 34:2063–2101

    CAS  Google Scholar 

  86. Atkinson R (2007) Gas-phase tropospheric chemistry of organic compounds: a review. Atmos Environ 41:200–240

    Google Scholar 

  87. Kanakidou M, Seinfeld JH, Pandis SN, Barnes I, Dentener FJ, Facchini MC, Van Dingenen R, Ervens B, Nenes A, Nielsen CJ, Swietlicki E, Putaud JP, Balkanski Y, Fuzzi S, Horth J, Moortgat GK, Winterhalter R, Myhre CEL, Tsigaridis K, Vignati E, Stephanou G, Wilson J (2005) Organic aerosols and global climate modelling. A review. Atmos Chem Phys 5:1053–1123

    CAS  Google Scholar 

  88. Atkinson R, Aschmann SM, Goodman MA (1987) Kinetics of the gas-phase reactions of nitrate radicals with a series of alkynes, haloalkenes, and α, β-unsaturated aldehydes. Int J Chem Kinet 19:299–307

    CAS  Google Scholar 

  89. Ullerstam M, Ljungstrom E, Langer S (2001) Reactions of acrolein, crotonaldehyde and pivalaldehyde with Cl atoms: structure activity relationship and comparison with OH and NO3 reactions. Phys Chem Chem Phys 3:986–992

    CAS  Google Scholar 

  90. Cabañas B, Martín P, Salgado S, Ballesteros B, Martínez E (2001) An experimental study on the temperature dependence for the gas-phase reactions of NO3 radicals with a series of aliphatic aldehydes. J Atmos Chem 40:23–39

    Google Scholar 

  91. Atkinson R, Arey J, Aschmann SM, Corchnoy SB, Shu Y (1995) Rate constants for the gas-phase reactions of cis-3-hexen-1-ol, cis-3-hexenylacetate, trans-2-hexenal, and linalool with OH and NO3 radicals and O3 at 296 ± 2 K, and OH radical formation yields from the O3 reactions. Int J Chem Kinet 27:941–955

    CAS  Google Scholar 

  92. Klotz B, Bierbach A, Barnes I, Becker KH (1995) Kinetic and mechanistic study of the atmospheric chemistry of muconaldehydes. Environ Sci Technol 29:2322–2332

    CAS  Google Scholar 

  93. IUPAC (2001) Subcommittee for gas kinetic data evaluation, evaluated gas kinetic data for atmospheric chemistry, www.iupac-kinetic.ch.cam.ac.uk

  94. Canosa-Mas CE, Cotter ESN, Duffy J, Thompson KC, Wayne RP (2001) The reactions of atomic chlorine with acrolein, methacrolein and methyl vinyl ketone. Phys Chem Chem Phys 3:3075–3084

    CAS  Google Scholar 

  95. Pfrang C, Martin RS, Nalty A, Waring R, Canosa-Mas CE, Wayne RP (2005) Gas-phase rate coefficients for the reactions of nitrate radicals with (Z)-pent-2-ene, (E) pent-2-ene, (Z)-hex-2-ene, (E)-hex-2-ene, (Z)-hex-3-ene, (E)-hex-3-ene and (E)-3 methylpent-2-ene at room temperature. Phys Chem Chem Phys 7:2506–2512

    CAS  Google Scholar 

  96. Noda J, Holm C, Nyman G, Langer S, Ljungstrom E (2003) Kinetics of the gas phase reaction of n-C6-C10 aldehydes with the nitrate radical. Int J Chem Kinet 35:120–129

    CAS  Google Scholar 

  97. Ellermann T, Nielsen OJ, Skov H (1992) Absolute rate constants for the reaction of NO3 radicals with a series of dienes at 295 K. Chem Phys Lett 200:224–229

    CAS  Google Scholar 

  98. Grosjean D, Grosjean E, Williams EL (1992) Environmental persistence of organic compounds estimated from structure-reactivity and linear free energy relationships unsaturated aliphatics. Atmos Environ A 26:1395–1405

    Google Scholar 

  99. Cabañas B, Tapia A, Villanueva F, Salgado S, Monedero E, Martín P (2008) Kinetic study of 2-furanaldehyde, 3-furanaldehyde and 5-methyl-2- furanaldehyde reactions initiated by Cl atoms. Int J Chem Kinet 40:670–678

    Google Scholar 

  100. Martínez E, Cabañas B, Aranda A, Wayne RP (1996) Kinetic study of the reactions of NO3 with 3-chloropropene, 3-bromopropene and 3-iodopropene using LIF detection. J Chem Soc Faraday Trans 92:4385–4389

    Google Scholar 

  101. Martínez E, Cabañas B, Aranda A, Albaladejo J, Wayne RP (1997) Absolute rate coefficients for the reaction of NO3 with pent-1-ene and hex-1-ene at T = 228 to 433 K determined using LIF detection. J Chem Soc Faraday Trans 93:2043–2057

    Google Scholar 

  102. Martínez E, Cabañas B, Aranda A, Martin P, Salgado S (1999) Absolute rate coefficients for the gas-phase reactions of NO3 radicals with a series of monoterpenes at T = 298 to 433K. J Atmos Chem 33:265–282

    Google Scholar 

  103. Martínez E, Cabañas B, Aranda A, Martin P, Notario A, Salgado S (1999) Study of the NO3 radical reactivity: reaction with cyclic alkenes. J Phys Chem 103:5321–5327

    Google Scholar 

  104. Bierbach A, Barnes I, Becker KH, Wiesen E (1994) Atmospheric chemistry of unsaturated carbonyls: butenedial, 4-oxo-2-pentenal, 3-hexene-2,5-dione, maleic anhydride, 3H-furan-2-one, and 5-methyl-3H-furan-2-one. Environ Sci Technol 28:715–729

    CAS  Google Scholar 

  105. Marston G, Monks PS, Canosa-Mas C, Wayne RP (1993) Correlations between rate parameters and calculated molecular properties in the reactions of the nitrate radical with alkenes. J Chem Soc Faraday Trans 89:3899–3905

    CAS  Google Scholar 

  106. Colmenar Ph Thesis 2013. Degradación e implicaciones atmosféricas de aldehídos insaturados. Estudio cinético y mecanismos de reacción. Universidad de Castilla La Mancha

    Google Scholar 

  107. D’Anna B, Nielsen CJ (1997) Kinetic study of the vapour-phase reaction between aliphatic aldehydes and the nitrate radical. J Chem Soc Faraday Trans 93:3479–3483

    Google Scholar 

  108. Shu Y, Atkinson R (1995) Atmospheric lifetimes and fates of a series of sesquiterpenes. J Geophys Res Atmos 100:7275–7281

    CAS  Google Scholar 

  109. Spicer CW, Chapman EG, Finlayson-Pitts BJ, Plastridge RA, Hubbe JM, Fast JD, Berkowitz CM (1998) Unexpected high concentrations of molecular chlorine in coastal air. Nature 394:353–356

    CAS  Google Scholar 

  110. Blanco MB, Bejan I, Barnes I, Wiesen P, Teruel MA (2009) The Cl-initiated oxidation of CH3C(O)OCH = CH2, CH3C(O)OCH2CH = CH2, and CH2 = CHC(O)O(CH2)3CH3 in the troposphere. Environ Sci Pollut Res 16:641–648

    CAS  Google Scholar 

  111. Mielke LH, Furgeson A, Osthoff HD (2011) Observation of ClNO2 in a mid-continental urban environment. Environ Sci Technol 45:8889–8896

    CAS  Google Scholar 

  112. Phillips GJ, Tang MJ, Thieser J, Brickwedde B, Schuster G, Bohn B, Lelieveld J, Crowley JN (2012) Significant concentrations of nitryl chloride observed in rural continental Europe associated with the influence of sea salt chloride and anthropogenic emissions. Geophys Res Lett. doi:10.1029/2012GL051912

    Google Scholar 

  113. Galán E, Gonzalez I, Fabbri B (2002) Estimation of fluorine and chlorine emissions from Spanish structural ceramic industries. The case study of Bailén area, Southern Spain. Atmos Environ 9:5289–5298

    Google Scholar 

  114. Roberts JM (1995) In: Singh HB (ed) Composition chemistry and climate of the atmosphere. VNR-Verlag, New York

    Google Scholar 

  115. Olszyna KJ, Bailey EM, Simonaitis R, Meagher JF (1994) O3 and NO x relationships at a rural site. J Geophys Res A 99:14557–14563

    Google Scholar 

  116. Peak MJ, Belser WL (1969) Some effects of the air pollutant, peroxyacetyl nitrate, upon deoxyribonucleic acid and upon nucleic acid bases. Atmos Environ 3:385–397

    CAS  Google Scholar 

  117. Taylor OC (1969) Importance of peroxyacetyl nitrate (PAN) as a phytotoxic air pollutant. J Air Pollut Control Assoc 19:347–351

    CAS  Google Scholar 

  118. Kleindienst TE, Shepson PB, Smith DF, Hudgens EE, Nero CM, Cupitt LT, Bufalini JJ, Claxton LD (1990) Comparison of mutagenic activities of several peroxyacyl nitrates. Environ Mol Mutagen 16:70–80

    CAS  Google Scholar 

  119. IARC, International Agency for Research on Cancer (2002) Monographs on the evaluation of carcinogenic risks to humans. World Health Organization, http://monographs.iarc.fr

Download references

Acknowledgements

The authors acknowledge the financial support provided by the Consejería de Ciencia y Tecnología de la Junta de Comunidades de Castilla-La Mancha and Ministerio de Ciencia e Innovación of Spain.

Author information

Authors and Affiliations

  1. Departamento de Química Física, Facultad de Ciencias y Tecnologías Químicas, Universidad de Castilla La Mancha, Avda. Camilo José Cela S/N, 13071, Ciudad Real, Spain

    B. Cabañas, P. Martín, S. Salgado, I. Colmenar, M-P. Gallego Iniesta, E. Martínez, A. Moreno & A. Tapia

  2. Instituto de Combustión y Contaminación Atmosférica (ICCA), Universidad de Castilla La Mancha, Camino Moledores S/N, 13071, Ciudad Real, Spain

    B. Cabañas, P. Martín, S. Salgado, I. Colmenar, M-P. Gallego Iniesta, E. Martínez, A. Moreno & A. Tapia

Authors
  1. B. Cabañas
    View author publications

    You can also search for this author in PubMed Google Scholar

  2. P. Martín
    View author publications

    You can also search for this author in PubMed Google Scholar

  3. S. Salgado
    View author publications

    You can also search for this author in PubMed Google Scholar

  4. I. Colmenar
    View author publications

    You can also search for this author in PubMed Google Scholar

  5. M-P. Gallego Iniesta
    View author publications

    You can also search for this author in PubMed Google Scholar

  6. E. Martínez
    View author publications

    You can also search for this author in PubMed Google Scholar

  7. A. Moreno
    View author publications

    You can also search for this author in PubMed Google Scholar

  8. A. Tapia
    View author publications

    You can also search for this author in PubMed Google Scholar

Corresponding author

Correspondence to P. Martín .

Editor information

Editors and Affiliations

  1. Department of Physical Chemistry, University of Castilla-La Mancha (UCLM), Ciudad Real, Spain

    Elena Jiménez

  2. Department of Physical Chemistry, University of Castilla-La Mancha (UCLM), Ciudad Real, Spain

    Beatriz Cabañas

  3. CERTES-IUT, The University Paris-Est Créteil, Paris Créteil, France

    Gilles Lefebvre

Rights and permissions

Reprints and permissions

Copyright information

© 2014 Springer International Publishing Switzerland

About this chapter

Cite this chapter

Cabañas, B. et al. (2014). Night-Time Atmospheric Reactivity of Some Oxygenated Organic Compounds. In: Jiménez, E., Cabañas, B., Lefebvre, G. (eds) Environment, Energy and Climate Change I. The Handbook of Environmental Chemistry, vol 32. Springer, Cham. https://doi.org/10.1007/698_2014_283

Download citation

Publish with us

Policies and ethics

Search

Navigation