Experimental and computational studies of Criegee intermediate reactions with NH3 and CH3NH2

Chhantyal-Pun, Rabi; Shannon, Robin J.; Tew, David P.; Caravan, Rebecca L.; Duchi, Marta; Wong, Callum; Ingham, Aidan; Feldman, Charlotte; McGillen, Max R.; Khan, M. Anwar H.; Antonov, Ivan O.; Rotavera, Brandon; Ramasesha, Krupa; Osborn, David L.; Taatjes, Craig A.; Percival, Carl J.; Shallcross, Dudley E.; Orr-Ewing, Andrew J.

doi:10.1039/C8CP06810K

Experimental and computational studies of Criegee intermediate reactions with NH₃ and CH₃NH₂

Journal Article · Mon Jan 07 23:00:00 EST 2019 · Physical Chemistry Chemical Physics. PCCP

DOI:https://doi.org/10.1039/C8CP06810K· OSTI ID:1492350

^[1]; ^[2]; ^[3]; ^[4]; Duchi, Marta ^[1]; Wong, Callum ^[1]; Ingham, Aidan ^[1]; Feldman, Charlotte ^[1]; ^[1]; ^[1]; Antonov, Ivan O. ^[4]; ^[5]; Ramasesha, Krupa ^[4]; ^[4]; ^[4]; ^[6]; ^[1]; ^[1]

Univ. of Bristol, Bristol (United Kingdom). School of Chemistry
Univ. of Bristol, Bristol (United Kingdom). School of Chemistry; Stanford Univ., CA (United States). Mechanical Engineering
Max Planck Inst. for Medical Research, Stuttgart (Germany)
Sandia National Lab. (SNL-CA), Livermore, CA (United States). Combustion Research Facility
Univ. of Georgia, Athens, GA (United States). College of Engineering, and Dept. of Chemistry
California Inst. of Technology (CalTech), Pasadena, CA (United States). Jet Propulsion Lab.

Ammonia and amines are emitted into the troposphere by various natural and anthropogenic sources, where they have a significant role in aerosol formation. Here, we explore the significance of their removal by reaction with Criegee intermediates, which are produced in the troposphere by ozonolysis of alkenes. Rate coefficients for the reactions of two representative Criegee intermediates, formaldehyde oxide (CH₂OO) and acetone oxide ((CH₃)₂COO) with NH₃ and CH₃NH₂ were measured using cavity ring-down spectroscopy. Temperature-dependent rate coefficients, k(CH₂OO + NH₃) = (3.1 ± 0.5) × 10^-20T²exp(1011 ± 48/T) cm³ s^-1 and k(CH₂OO + CH₃NH₂) = (5 ± 2) × 10^-19T² exp(1384 ± 96/T) cm³ s^-1 were obtained in the 240 to 320 K range. Both the reactions of CH₂OO were found to be independent of pressure in the 10 to 100 Torr (N₂) range, and average rate coefficients k(CH₂OO + NH₃) = (8.4 ± 1.2) × 10^-14 cm³ s^-1 and k(CH₂OO + CH₃NH₂) = (5.6 ± 0.4) × 10^-12 cm³ s^-1 were deduced at 293 K. An upper limit of ≤2.7 × 10^-15 cm³ s^-1 was estimated for the rate coefficient of the (CH₃)₂COO + NH3 reaction. Complementary measurements were performed with mass spectrometry using synchrotron radiation photoionization giving k(CH₂OO + CH₃NH₂) = (4.3 ± 0.5) × 10-12 cm3 s-1 at 298 K and 4 Torr (He). Photoionization mass spectra indicated production of NH₂CH₂OOH and CH₃N(H)CH₂OOH functionalized organic hydroperoxide adducts from CH₂OO + NH₃ and CH₂OO + CH₃NH₂ reactions, respectively. Ab initio calculations performed at the CCSD(T)(F12*)/cc-pVQZ-F12//CCSD(T)(F12*)/cc-pVDZ-F12 level of theory predicted pre-reactive complex formation, consistent with previous studies. Master equation simulations of the experimental data using the ab initio computed structures identified submerged barrier heights of -2.1 ± 0.1 kJ mol^-1 and -22.4 ± 0.2 kJ mol^-1 for the CH₂OO + NH₃ and CH₂OO + CH₃NH₂ reactions, respectively. The reactions of NH3 and CH3NH2 with CH₂OO are not expected to compete with its removal by reaction with (H₂O)₂ in the troposphere. Similarly, losses of NH₃ and CH₃NH₂ by reaction with Criegee intermediates will be insignificant compared with reactions with OH radicals.

View Accepted Manuscript (DOE)

Research Organization:: Sandia National Laboratories (SNL-CA), Livermore, CA (United States)

Sponsoring Organization:: USDOE Office of Science (SC), Basic Energy Sciences (BES) (SC-22)

Grant/Contract Number:: AC04-94AL85000

OSTI ID:: 1492350

Report Number(s):: SAND--2019-0214J; 671413

Journal Information:: Physical Chemistry Chemical Physics. PCCP, Journal Name: Physical Chemistry Chemical Physics. PCCP Journal Issue: 26 Vol. 21; ISSN 1463-9076; ISSN PPCPFQ

Publisher:: Royal Society of ChemistryCopyright Statement

Country of Publication:: United States

Language:: English

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