Hydrolysis of glyoxal in water-restricted environments: Formation of organic aerosol precursors through formic acid catalysis

Journal of Physical Chemistry A

Volumn 118, Issue 23, 2014, Pages 4095-4105

  Hazra, Montu K ^a   Francisco, Joseph S ^b   Sinha, Amitabha ^c  

^a SAHA INSTITUTE OF NUCLEAR PHYSICS   (India)

^b PURDUE UNIVERSITY   (United States)

^c UNIVERSITY OF CALIFORNIA   (United States)

Author keywords

[No Author keywords available]

Indexed keywords

ATMOSPHERIC AEROSOLS; ATOMS; FORMIC ACID; FUNCTIONAL GROUPS; HYDROGEN BONDS; MOLECULES;

ACID CATALYSIS; ATMOSPHERIC CONDITIONS; HYDROLYSIS PROCESS; INTERMOLECULAR HYDROGEN; LOWER VAPOR PRESSURE; ORGANIC AEROSOL; PARTICLE PHASE; SECONDARY ORGANIC AEROSOLS;

HYDROLYSIS;

AEROSOL; FORMIC ACID; FORMIC ACID DERIVATIVE; GLYOXAL; HYDROGEN; WATER;

AEROSOL; ATMOSPHERE; CATALYSIS; CHEMISTRY; HYDROGEN BOND; HYDROLYSIS;

AEROSOLS; ATMOSPHERE; CATALYSIS; FORMATES; GLYOXAL; HYDROGEN; HYDROGEN BONDING; HYDROLYSIS; WATER;

EID: 84902509583     PISSN: 10895639     EISSN: 15205215     Source Type: Journal    
DOI: 10.1021/jp502126m     Document Type: Article

References (47)

1. Volkamer, R.; Martini, F. S.; Molina, L. T.; Salcedo, D.; Jimenez, J. L.; Molina, M. J. A Missing Sink for Gas-Phase Glyoxal in Mexico City: Formation of Secondary Organic Aerosol Geophys. Res. Lett. 2007, 34, L19807
2. Fu, T.-M.; Jacob, D. J.; Wittrock, F.; Burrows, J. P.; Vrekoussis, M.; Henze, D. K. Global Budgets of Atmospheric Glyoxal and Methylglyoxal, and Implications for Formation of Secondary Organic Aerosols J. Geophys. Res. 2008, 113, D15303
3. Zhang, Q.; Jimenez, J. L.; Canagaratna, M. R.; Allan, J. D.; Coe, H.; Ulbrich, I.; Alfarra, M. R.; Takami, A.; Middlebrook, A. M.; Sun, Y. L. Ubiquity and Dominance of Oxygenated Species in Organic Aerosols in Anthropogenically- Influenced Northern Hemisphere Midlatitudes Geophys. Res. Lett. 2007, 34, L13801
4. De Gouw, J.; Jimenez, J. L. Organic Aerosols in the Earth's Atmosphere Environ. Sci. Technol. 2009, 43, 7614-7618
5. Horowitz, A.; Meller, R.; Moortgat, G. K. The UV-VIS Absorption Cross Sections of the a-Dicarbonyl Compound: Pyruvic acid, Biacetyl and Glyoxal J. Photochem. Photobiol. A: Chem. 2001, 146, 19-27
6. Tadic, J.; Moortgat, G. K.; Wirtz, K. Photolysis of Glyoxal in Air J. Photochem. Photobiol. A: Chem. 2006, 177, 116-124
7. Plum, C. N.; Sanhueza, E.; Atkinson, R.; Carter, W. P. L.; Pitts, J. N., Jr. OH Radical Rate Constants and Photolysis Rates of α-Dicarbonyls Environ. Sci. Technol. 1983, 17, 479-484
8. Solomon, S.; Qin, D.; Manning, M.; Chen, Z.; Marquis, M.; Averyt, K. B.; Tignor, M.; Miller, H. L., Eds. IPCC, 2007: Climate Change 2007: The Physical Science Basis. Contribution of Working Group I to the Fourth Assessment Report of the Intergovernmental Panel on Climate Change; Cambridge University Press: Cambridge, United Kingdom and New York, NY, USA, 2007.
9. Kanakidou, M.; Seinfeld, J. H.; Pandis, S. N.; Barnes, I.; Dentener, F. J.; Facchini, M. C.; Dingenen, R. V.; Ervens, B.; Nenes, A.; Nielsen, C. J. J. Organic Aerosol and Global Climate Modeling: A Review Atmos. Chem. Phys. 2005, 5, 1053-1123
10. de Gouw, J. A.; Middlebrook, A. M.; Warneke, C.; Goldan, P. D.; Kuster, W. C.; Roberts, J. M.; Fehsenfeld, F. C.; Worsnop, D. R.; Canagaratna, M. R.; Pszenny, A. A. P. Budget of Organic Carbon in a Polluted Atmosphere: Results from the New England Air Quality Study in 2002 J. Geophys. Res. 2005, 110, D16305
11. Bahreini, R.; Ervens, B.; Middlebrook, A. M.; Warneke, C.; DeGouw, J. A.; DeCarlo, P.; Jimenez, J. L.; Brock, C. A.; Neuman, J. A.; Ryerson, T. B. Organic Aerosol Formation in Urban and Industrial Plumes near Houston and Dallas, Texas J. Geophys. Res. 2009, 114, D00F16
12. Volkamer, R.; Jimenez, J. L.; Martini, F. S.; Dzepina, K.; Zhang, Q.; Salcedo, D.; Molina, L. T.; Worsnop, D. R.; Molina, M. J. Secondary Organic Aerosol Formation From Anthropogenic Air Pollution: Rapid and Higher than Expected Geophys. Res. Lett. 2006, 33, L17811
13. Kleinman, L. I.; Springston, S. R.; Wang, J.; Daum, P. H.; Lee, Y.-N.; Nunnermacker, L. J.; Senum, G. I.; Weinstein-Lloyd, J.; Alexander, M. L.; Hubbe, J. The Time Evolution of Aerosol Size Distribution over the Mexico City Plateau Atmos. Chem. Phys. 2009, 9, 4261-4278
14. Finlayson-Pitts, B. J. Reactions at Surfaces in the Atmosphere: Integration of Experiments and Theory as Necessary (But not Necessarily Sufficient) for Predicting the Physical Chemistry of Aerosols Phys. Chem. Chem. Phys. 2009, 11, 7760-7779
15. Heald, C. L.; Jacob, D. J.; Park, R. J.; Russell, L. M.; Huebert, B. J.; Seinfeld, J. H.; Liao, H.; Weber, R. J. A Large Organic Aerosol Source in the Free Troposphere Missing From Current Models Geophys. Res. Lett. 2005, 32, L18809
16. Ervens, B.; Volkamer, R. Glyoxal Processing Outside Clouds: Towards a Kinetic Modeling Framework of Secondary Organic Aerosol Formation in Aqueous Particles Atmos. Chem. Phys. Discuss. 2010, 10, 12371-12431
17. De Haan, D. O.; Corrigan, A. L.; Tolbert, M. A.; Jimenez, J. L.; Wood, S. E.; Turley, J. J. Secondary Organic Aerosol Formation by Self-Reactions of Methylglyoxal and Glyoxal in Evaporating Droplets Environ. Sci. Technol. 2009, 43, 8184-8190
18. Axson, J. L.; Takahashi, K.; De Haan, D. O.; Vaida, V. Gas-Phase Water-Mediated Equilibrium Between Methylglyoxal and Its Geminal Diol Proc. Natl. Acad. Sci. U. S. A. 2010, 107, 6687-6692
19. Kahan, T. F.; Ormond, T. K.; Ellison, G. B.; Vaida, V. Acetic acid formation via the hydration of gas-phase ketene under ambient conditions Chem. Phys. Lett. 2013, 565, 1-4
20. 3 in the Gas Phase: A Barrierless Mechanism for Sulfuric Acid Production of Potential Atmospheric Importance J. Am. Chem. Soc. 2011, 133, 17444-17453
21. 3 and the Reverse Reaction: A Theoretical Study ChemPhysChem. 2011, 13, 323-329
22. Hazra, M. K.; Francisco, J. S.; Sinha, A. Gas Phase Hydrolysis of Formaldehyde to Form Methanediol: Impact of Formic Acid Catalysis J. Phys. Chem. A 2013, 117, 11704-11710
23. 2O Complex J. Phys. Chem. A 2013, 117, 5106-5116
24. Ellison, G. B.; Tuck, A. F.; Vaida, V. Atmospheric processing of organic aerosols J. Geophys. Res. 1999, 104 (11) 633-11,641
25. Donaldson, D. J.; Vaida, V. Influence of organic films at the air-aqueous boundary on atmospheric processes Chem. Rev. 2006, 106, 1445-1461
26. Virtanen, A.; Joutsensaari, J.; Koop, T.; Kannosto, J.; Yli-Pirilia, P.; Leskinen, J.; Makela, J. M.; Holopainen, J. K.; Poschl, U.; Kulmala A. An amorphous solid state of biogenic secondary organic aerosol particles Nature 2010, 467, 824-827
27. Shiraiwa, M.; Ammann, M.; Koop, T.; Pöschl, U. Gas uptake and chemical aging of semisolid organic aerosol particles Proc. Natl. Acad. Sci. U. S. A. 2011, 108, 11003-11008
28. Clifford, D.; Bartel-Rausch, T.; Donaldson, D. J. Suppression of aqueous surface hydrolysis by monolayers of short chain organic amphiphiles Phys. Chem. Chem. Phys. 2007, 9, 1362-1369
29. Shephard, M. W.; Goldman, A.; Clough, S. A.; Mlawer, E. J. Spectroscopic Improvements Providing Evidence of Formic Acid in AERI-LBLRTM Validation Spectra J. Quant. Spectrosc. Radiat. Transfer. 2003, 82, 383-390
30. Grutter, M.; Glatthor, N.; Stiller, G. P.; Fischer, H.; Grabowski, U.; Höpfner, M.; Kellmann, S.; Linden, A.; von Clarmann, T. Global Distribution and Variability of Formic Acid as Observed by MIPAS-ENVISAT J. Geophys. Res. 2010, 115, D10303
31. Rinsland, C. P.; Mahieu, E.; Zander, R.; Goldman, A.; Wood, S.; Chiou, L. Free Tropospheric Measurements of Formic Acid (HCOOH) From Infrared Ground-Based Solar Absorption Spectra: Retrieval Approach, Evidence for a Seasonal Cycle, and Comparison with Model Calculations J. Geophys. Res. 2004, 109, D18308
32. Frisch, M. J.; Trucks, G. W.; Schlegel, H. B.; Scuseria, G. E.; Robb, M. A.; Cheeseman, J. R.; Montgomery, J. A., Jr.; Vreven, T.; Kudin, K. N.; Burant, J. C.; Gaussian 03, Revision B.04; Gaussian, Inc.: Pittsburgh, PA, 2003.
33. Frisch, M. J.; Trucks, G. W.; Schlegel, H. B.; Scuseria, G. E.; Robb, M. A.; Cheeseman, J. R.; Scalmani, G.; Barone, V.; Mennucci, B.; Petersson, G. A.; Gaussian 09, Revision B.01; Gaussian, Inc.: Wallingford, CT, 2010.
34. Schlegel, H. B. Optimization of equilibrium geometries and transition structures J. Comput. Chem. 1982, 3, 214-218
35. n (n = 1-3) Complexes: An Experimental and Theoretical Investigation of the Modulation of Optimal Structures, Binding Energies, and Vibrational Spectra in Both the Ground and First Excited States J. Chem. Phys. 2002, 117, 8805-8822
36. Alvarez-Idaboy, J. R.; Galano, A. Counterpoise Corrected Interaction Energies are not Systematically Better than Uncorrected Ones: Comparison with CCSD(T) CBS Extrapolated Values Theor. Chem. Acc. 2010, 126, 75-85
37. Galano, A.; Alvarez-Idaboy, J. R. A New Approach to Counterpoise Correction to BSSE J. Comput. Chem. 2006, 27, 1203-1210
38. Lee, C.; Yang, W.; Parr, R. G. Development of the Colle-Salvetti Correlation-Energy Formula into a Functional of the Electron Density Phys. Rev. B 1988, 37, 785-789
39. Becke, A. D. Density-Functional Thermochemistry. III. The Role of Exact Exchange J. Chem. Phys. 1993, 98, 5648-5652
40. Iuga, C.; Alvarez-Idaboy, J. R.; Vivier-Bunge, A. Single Water-Molecule Catalysis in the Glyoxal + OH Reaction under Tropospheric Conditions: Fact or Fiction? A Quantum Chemistry and Pseudo-Second Order Computational Kinetic Study Chem. Phys. Lett. 2010, 501, 11-15
41. Long, B.; Tan, X.-f.; Ren, D.-s.; Zhang, W.-j. Theoretical Study on the Water-Catalyzed Reaction of Glyoxal with OH Radical J. Mol. Struct.: THEOCHEM. 2010, 956, 44-49
42. Mucha, M.; Mielke, Z. Complexes of Atmospheric a-Dicarbonyls with Water: FTIR Matrix Isolation and Theoretical Study J. Phys. Chem. A 2007, 111, 2398-2406
43. Kua, J.; Hanley, S. W.; De Haan, D. O. Thermodynamics and Kinetics of Glyoxal Dimer Formation: A Computational Study J. Phys. Chem. A 2008, 112, 66-72
44. Avzianova, E.; Brooks, S. D. Raman spectroscopy of glyoxal oligomers in aqueous solutions Spectrochim. Acta A Mol. Biomol. Spectrosc. 2013, 101, 40-48
45. Loeffler, K. W.; Koehler, C. A.; Paul, N.; De Haan, D. O. Oligomer Formation in Evaporating Aqueous Glyoxal and Methyl Glyoxal Solutions Environ. Sci. Technol. 2006, 40, 6318-6323
46. Hasting, W. P.; Koehler, C. A.; Bailey, E.; De Hann, D. O. Secondary organic aerosol formation by glyoxal hydration and oligomer formation: Humidity effects and equilibrium shifts during analysis Environ. Sci. Technol. 2005, 39, 8728-8735
47. Jang, M.; Czoschke, N. M.; Lee, S.; Kamens, R. M. Heterogeneous Atmospheric Aerosol Production by Acid Catalyzed Particle-Phase Reactions Science 2002, 298, 814-817