The fate of the tert-butyl radical in low-temperature autoignition reactions

Moore, Kevin B.; Turney, Justin M.; Schaefer, Henry F.

doi:10.1063/1.4983128

Title: The fate of the tert-butyl radical in low-temperature autoignition reactions

Journal Article · Wed May 17 00:00:00 EDT 2017 · Journal of Chemical Physics

DOI:https://doi.org/10.1063/1.4983128· OSTI ID:1535310

Moore, Kevin B. ^[1];

^[1]; Schaefer, Henry F. ^[1]

Univ. of Georgia, Athens, GA (United States). Center for Computational Quantum Chemistry

Alkyl combustion models depend on kinetic parameters derived from reliable experimental or theoretical energetics that are often unavailable for larger species. Here, we have performed a comprehensive investigation of the tert-butyl radical (R^• in this paper) autoignition pathways. CCSD(T)/ANO0 geometries and harmonic vibrational frequencies were obtained for key stationary points for the R^• + O₂ and QOOH + O₂ mechanisms. Relative energies were computed to chemical accuracy (±1 kcal mol^-1) via extrapolation of RCCSD(T) energies to the complete basis-set limit, or usage of RCCSD(T)-F12 methods. At 0 K, the minimum energy R^• + O₂ pathway involves direct elimination of HO$$^{•}_{2}$$ (30.3 kcal mol^-1 barrier) from the tert-butyl peroxy radical (ROO^•) to give isobutene. This pathway lies well below the competing QOOH-forming intramolecular hydrogen abstraction pathway (36.2 kcal mol^-1 barrier) and ROO^• dissociation (35.9 kcal mol^-1 barrier). The most favorable decomposition channel for QOOH radicals leads to isobutene oxide (12.0 kcal mol^-1 barrier) over isobutene (18.6 kcal mol^-1 barrier). For the QOOH + O₂ pathways, we studied the transition states and initial products along three pathways: (1) α-hydrogen abstraction (42.0 kcal mol^-1 barrier), (2) γ-hydrogen abstraction (27.0 kcal mol^-1 barrier), and (3) hydrogen transfer to the peroxy moiety (24.4 kcal mol^-1 barrier). The barrier is an extensive modification to the previous 18.7 kcal mol^-1 value and warrants further study. However, it is still likely that the lowest energy QOOH + O₂ pathway corresponds to pathway (3). We found significant spin contamination and/or multireference character in multiple stationary points, especially for transition states stemming from QOOH. Lastly, we provide evidence for an $$\tilde{A} - \tilde{X}$$ surface crossing at a C_s-symmetric, intramolecular hydrogen abstraction structure.

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Research Organization:: Univ. of Georgia, Athens, GA (United States)

Sponsoring Organization:: USDOE Office of Science (SC)

Grant/Contract Number:: FG02-97ER14748; FG02-97-ER14748

OSTI ID:: 1535310

Alternate ID(s):: OSTI ID: 1361876

Journal Information:: Journal of Chemical Physics, Vol. 146, Issue 19; ISSN 0021-9606

Publisher:: American Institute of Physics (AIP)Copyright Statement

Country of Publication:: United States

Language:: English

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Cited by: 17 works

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References (117)

Thermochemistry of the R−O ₂ Bond in Alkyl and Chloroalkyl Peroxy Radicals Knyazev, Vadim D.; Slagle, Irene R. The Journal of Physical Chemistry A, Vol. 102, Issue 10 https://doi.org/10.1021/jp9726091	journal	March 1998
Near-IR Cavity Ringdown Spectroscopy and Kinetics of the Isomers and Conformers of the Butyl Peroxy Radical Glover, Brent G.; Miller, Terry A. The Journal of Physical Chemistry A, Vol. 109, Issue 49 https://doi.org/10.1021/jp054838q	journal	December 2005
Kinetics and branching ratio studies of the reaction of C2H5O2 + HO2 using chemical ionisation mass spectrometry Teresa Raventós-Duran, M.; Percival, Carl J.; McGillen, Max R. Physical Chemistry Chemical Physics, Vol. 9, Issue 31 https://doi.org/10.1039/b703038j	journal	January 2007
Tropospheric Air Pollution: Ozone, Airborne Toxics, Polycyclic Aromatic Hydrocarbons, and Particles Finlayson-Pitts, B. J. Science, Vol. 276, Issue 5315 https://doi.org/10.1126/science.276.5315.1045	journal	May 1997
Negative-Ion Photoelectron Spectroscopy, Gas-Phase Acidity, and Thermochemistry of the Peroxyl Radicals CH ₃ OO and CH ₃ CH ₂ OO Blanksby, Stephen J.; Ramond, Tanya M.; Davico, Gustavo E. Journal of the American Chemical Society, Vol. 123, Issue 39 https://doi.org/10.1021/ja010942j	journal	October 2001
Infrared absorption spectrum of t-butylperoxy radicals in the gas phase Parkes, D. A.; Donovan, R. J. Chemical Physics Letters, Vol. 36, Issue 2 https://doi.org/10.1016/0009-2614(75)87017-5	journal	November 1975
The C ₂ H ₅ + O ₂ Reaction Mechanism: High-Level ab Initio Characterizations Rienstra-Kiracofe, Jonathan C.; Allen, Wesley D.; Schaefer, Henry F. The Journal of Physical Chemistry A, Vol. 104, Issue 44 https://doi.org/10.1021/jp001041k	journal	November 2000
Coupled cluster theory for high spin, open shell reference wave functions Knowles, Peter J.; Hampel, Claudia; Werner, Hans‐Joachim The Journal of Chemical Physics, Vol. 99, Issue 7 https://doi.org/10.1063/1.465990	journal	October 1993
Enthalpies of Formation and Bond Dissociation Energies of Lower Alkyl Hydroperoxides and Related Hydroperoxy and Alkoxy Radicals Simmie, John M.; Black, Gráinne; Curran, Henry J. The Journal of Physical Chemistry A, Vol. 112, Issue 22 https://doi.org/10.1021/jp711360z	journal	June 2008
An improvement of the resolution of the identity approximation for the formation of the Coulomb matrix Neese, Frank Journal of Computational Chemistry, Vol. 24, Issue 14 https://doi.org/10.1002/jcc.10318	journal	September 2003
Diode laser spectroscopy of the ν ₃ and ν ₂ fundamental bands of DO ₂ Uehara, Hiromichi; Kawaguchi, Kentarou; Hirota, Eizi The Journal of Chemical Physics, Vol. 83, Issue 11 https://doi.org/10.1063/1.449668	journal	December 1985
High-Pressure Rate Rules for Alkyl + O ₂ Reactions. 1. The Dissociation, Concerted Elimination, and Isomerization Channels of the Alkyl Peroxy Radical Villano, Stephanie M.; Huynh, Lam K.; Carstensen, Hans-Heinrich The Journal of Physical Chemistry A, Vol. 115, Issue 46 https://doi.org/10.1021/jp2079204	journal	November 2011
Thermochemistry, Reaction Paths, and Kinetics on the tert -Isooctane Radical Reaction with O ₂ Snitsiriwat, Suarwee; Bozzelli, Joseph W. The Journal of Physical Chemistry A, Vol. 118, Issue 26 https://doi.org/10.1021/jp502702f	journal	June 2014
Addition of i-butane to slowly reacting mixtures of hydrogen and oxygen at 480°C Baker, Richard R.; Baldwin, Roy R.; Walker, Raymond W. Journal of the Chemical Society, Faraday Transactions 1: Physical Chemistry in Condensed Phases, Vol. 74, Issue 0 https://doi.org/10.1039/f19787402229	journal	January 1978
Kinetics of elementary reactions in low-temperature autoignition chemistry Zádor, Judit; Taatjes, Craig A.; Fernandes, Ravi X. Progress in Energy and Combustion Science, Vol. 37, Issue 4 https://doi.org/10.1016/j.pecs.2010.06.006	journal	August 2011
Isobutane ignition delay time measurements at high pressure and detailed chemical kinetic simulations Healy, D.; Donato, N. S.; Aul, C. J. Combustion and Flame, Vol. 157, Issue 8 https://doi.org/10.1016/j.combustflame.2010.01.011	journal	August 2010
errata Chemical Physics Letters, Vol. 37, Issue 1, p. 198 https://doi.org/10.1016/0009-2614(76)80196-0	journal	January 1976
781. Slow oxidation of hydrocarbons in the gas phase. Part I. Reactions during the induction period of isobutane oxidation Zeelenberg, A. P.; Bickel, A. F. Journal of the Chemical Society (Resumed) https://doi.org/10.1039/jr9610004014	journal	January 1961
Study of the thermochemistry of the ethyl + molecular oxygen .dblharw. ethylperoxy (C2H5O2) and tert-butyl + molecular oxygen .dblharw. tert-butylperoxy (tert-C4H9O2) reactions and of the trend in the alkylperoxy bond strengths Slagle, Irene R.; Ratajczak, Emil; Gutman, David The Journal of Physical Chemistry, Vol. 90, Issue 3 https://doi.org/10.1021/j100275a010	journal	January 1986
Self‐consistent molecular orbital methods. XVIII. Constraints and stability in Hartree–Fock theory Seeger, Rolf; Pople, John A. The Journal of Chemical Physics, Vol. 66, Issue 7 https://doi.org/10.1063/1.434318	journal	April 1977
A second order multiconfiguration SCF procedure with optimum convergence Werner, Hans‐Joachim; Knowles, Peter J. The Journal of Chemical Physics, Vol. 82, Issue 11 https://doi.org/10.1063/1.448627	journal	June 1985
The decomposition of 2,2,3,3-tetramethylbutane in KCl- and B2O3-coated vessels in the presence of oxygen Baldwin, Roy R.; Hisham, Mohamed W. M.; Keen, Alan Journal of the Chemical Society, Faraday Transactions 1: Physical Chemistry in Condensed Phases, Vol. 78, Issue 4 https://doi.org/10.1039/f19827801165	journal	January 1982
Photoelectron spectroscopy, gas phase acidity, and thermochemistry of tert -butyl hydroperoxide: Mechanisms for the rearrangement of peroxyl radicals Clifford, Eileen P.; Wenthold, Paul G.; Gareyev, Roustam The Journal of Chemical Physics, Vol. 109, Issue 23 https://doi.org/10.1063/1.477725	journal	December 1998
Peroxy radicals Ingold, Keith U. Accounts of Chemical Research, Vol. 2, Issue 1 https://doi.org/10.1021/ar50013a001	journal	January 1969
Hartree–Fock orbital instability envelopes in highly correlated single-reference wave functions Crawford, T. Daniel; Stanton, John F.; Allen, Wesley D. The Journal of Chemical Physics, Vol. 107, Issue 24 https://doi.org/10.1063/1.474178	journal	December 1997
Alkylperoxy radical rearrangements during the gaseous oxidation of isobutene Cullis, C. F.; Fish, A.; Trimm, D. L. Proceedings of the Royal Society of London. Series A. Mathematical and Physical Sciences, Vol. 273, Issue 1354, p. 427-434 https://doi.org/10.1098/rspa.1963.0100	journal	May 1963
The diagonal correction to the Born–Oppenheimer approximation: Its effect on the singlet–triplet splitting of CH ₂ and other molecular effects Handy, Nicholas C.; Yamaguchi, Yukio; Schaefer, Henry F. The Journal of Chemical Physics, Vol. 84, Issue 8 https://doi.org/10.1063/1.450020	journal	April 1986
An overlap fitted chain of spheres exchange method Izsák, Róbert; Neese, Frank The Journal of Chemical Physics, Vol. 135, Issue 14 https://doi.org/10.1063/1.3646921	journal	October 2011
Product formation in the slow oxidation of isobutane McKay, G.; Aga, J. A. Combustion and Flame, Vol. 40 https://doi.org/10.1016/0010-2180(81)90125-5	journal	January 1981
Effect of the damping function in dispersion corrected density functional theory Grimme, Stefan; Ehrlich, Stephan; Goerigk, Lars Journal of Computational Chemistry, Vol. 32, Issue 7 https://doi.org/10.1002/jcc.21759	journal	March 2011
Definitive Ab Initio Studies of Model SN2 Reactions CH3X+F (X=F, Cl, CN, OH, SH, NH2, PH2) Gonzales, Jason M.; Pak, Chaeho; Cox, R. Sidney Chemistry - A European Journal, Vol. 9, Issue 10 https://doi.org/10.1002/chem.200204408	journal	May 2003
Alkylperoxy and alkyl radicals. 5. IR spectra and UV photolysis of tert-butylperoxy radicals in argon plus oxygen matrixes Chettur, G.; Snelson, A. The Journal of Physical Chemistry, Vol. 91, Issue 23 https://doi.org/10.1021/j100307a012	journal	November 1987
Formation of hydrocarbons and oxides of nitrogen in automobile engines Heywood, John B.; Keck, James C. Environmental Science & Technology, Vol. 7, Issue 3 https://doi.org/10.1021/es60075a002	journal	March 1973
Comparison of two efficient approximate Hartee–Fock approaches Kossmann, Simone; Neese, Frank Chemical Physics Letters, Vol. 481, Issue 4-6 https://doi.org/10.1016/j.cplett.2009.09.073	journal	October 2009
Erratum: “Coupled cluster theory for high spin, open shell reference wave functions” [ J. Chem. Phys. 99 , 5219 (1993)] Knowles, Peter J.; Hampel, Claudia; Werner, Hans-Joachim The Journal of Chemical Physics, Vol. 112, Issue 6 https://doi.org/10.1063/1.480886	journal	February 2000
Additional chain-branching pathways in the low-temperature oxidation of branched alkanes Wang, Zhandong; Zhang, Lidong; Moshammer, Kai Combustion and Flame, Vol. 164 https://doi.org/10.1016/j.combustflame.2015.11.035	journal	February 2016
Ignition properties of n-butane and iso-butane in a rapid compression machine Gersen, S.; Mokhov, A. V.; Darmeveil, J. H. Combustion and Flame, Vol. 157, Issue 2 https://doi.org/10.1016/j.combustflame.2009.10.012	journal	February 2010
The heat of formation of NCO East, Allan L. L.; Allen, Wesley D. The Journal of Chemical Physics, Vol. 99, Issue 6 https://doi.org/10.1063/1.466062	journal	September 1993
Structure of Isobutylene Scharpen, LeRoy H.; Laurie, Victor W. The Journal of Chemical Physics, Vol. 39, Issue 7 https://doi.org/10.1063/1.1734521	journal	October 1963
280. Detection of the epoxide group by infrared spectroscopy Henbest, H. B.; Meakins, G. D.; Nicholls, B. Journal of the Chemical Society (Resumed) https://doi.org/10.1039/jr9570001459	journal	January 1957
270. Radical isomerisation during the gaseous oxidation of 2,3-dimethylbutane Trimm, D. L.; Cullis, C. F. Journal of the Chemical Society (Resumed) https://doi.org/10.1039/jr9630001430	journal	January 1963
General contraction of Gaussian basis sets. I. Atomic natural orbitals for first‐ and second‐row atoms Almlöf, Jan; Taylor, Peter R. The Journal of Chemical Physics, Vol. 86, Issue 7 https://doi.org/10.1063/1.451917	journal	April 1987
Direct observation and kinetics of a hydroperoxyalkyl radical (QOOH) Savee, John D.; Papajak, Ewa; Rotavera, Brandon Science, Vol. 347, Issue 6222 https://doi.org/10.1126/science.aaa1495	journal	February 2015
Fundamental phenomena affecting low temperature combustion and HCCI engines, high load limits and strategies for extending these limits Saxena, Samveg; Bedoya, Iván D. Progress in Energy and Combustion Science, Vol. 39, Issue 5 https://doi.org/10.1016/j.pecs.2013.05.002	journal	October 2013
Establishment of the C2H5+O2 reaction mechanism: A combustion archetype Wilke, Jeremiah J.; Allen, Wesley D.; Schaefer, Henry F. The Journal of Chemical Physics, Vol. 128, Issue 7 https://doi.org/10.1063/1.2827133	journal	February 2008
Isotopic tracer studies of the thermal decomposition of tert. -butyl hydroperoxide Cullis, C. F.; Dominguez, J. A. Garcia; Kiraly, D. Proceedings of the Royal Society of London. Series A. Mathematical and Physical Sciences, Vol. 291, Issue 1425, p. 235-243 https://doi.org/10.1098/rspa.1966.0091	journal	April 1966
Non-iterative fifth-order triple and quadruple excitation energy corrections in correlated methods Bartlett, Rodney J.; Watts, J. D.; Kucharski, S. A. Chemical Physics Letters, Vol. 165, Issue 6 https://doi.org/10.1016/0009-2614(90)87031-l	journal	February 1990
A fifth-order perturbation comparison of electron correlation theories Raghavachari, Krishnan; Trucks, Gary W.; Pople, John A. Chemical Physics Letters, Vol. 157, Issue 6 https://doi.org/10.1016/s0009-2614(89)87395-6	journal	May 1989
Infrared matrix isolation studies on the t ‐butyl radical Pacansky, J.; Chang, J. S. The Journal of Chemical Physics, Vol. 74, Issue 10 https://doi.org/10.1063/1.440916	journal	May 1981
Analytical energy gradients for multiconfiguration self‐consistent field wave functions with frozen core orbitals Busch, Thilo; Esposti, Alessandra Degli; Werner, Hans‐Joachim The Journal of Chemical Physics, Vol. 94, Issue 10 https://doi.org/10.1063/1.460247	journal	May 1991
Reactions of isobutane and the tert-butyl radical with atomic and molecular oxygen Washida, Nobuaki; Bayes, Kyle D. The Journal of Physical Chemistry, Vol. 84, Issue 11 https://doi.org/10.1021/j100448a004	journal	May 1980
Can coupled-cluster theory treat conical intersections? Köhn, Andreas; Tajti, Attila The Journal of Chemical Physics, Vol. 127, Issue 4 https://doi.org/10.1063/1.2755681	journal	July 2007
Efficient, approximate and parallel Hartree–Fock and hybrid DFT calculations. A ‘chain-of-spheres’ algorithm for the Hartree–Fock exchange Neese, Frank; Wennmohs, Frank; Hansen, Andreas Chemical Physics, Vol. 356, Issue 1-3 https://doi.org/10.1016/j.chemphys.2008.10.036	journal	February 2009
Molecular Spectra and Molecular Structure Huber, K. P.; Herzberg, G. https://doi.org/10.1007/978-1-4757-0961-2	book	January 1979
Role of O ₂ + QOOH in Low-Temperature Ignition of Propane. 1. Temperature and Pressure Dependent Rate Coefficients Goldsmith, C. Franklin; Green, William H.; Klippenstein, Stephen J. The Journal of Physical Chemistry A, Vol. 116, Issue 13 https://doi.org/10.1021/jp210722w	journal	March 2012
Low Temperature Gas- and Liquid-Phase Oxidations of Isobutane Allara, David L.; Mill, Theodore; Hendry, Dale G. Oxidation of Organic Compounds https://doi.org/10.1021/ba-1968-0076.ch029	book	January 1968
Gas-Phase Reactions of Alkylperoxy and Alkoxy Radicals Heicklen, Julian Oxidation of Organic Compounds https://doi.org/10.1021/ba-1968-0076.ch028	book	January 1968
Analysis of Tertiary Butyl Radical + O ₂ , Isobutene + HO ₂ , Isobutene + OH, and Isobutene−OH Adducts + O ₂ : A Detailed Tertiary Butyl Oxidation Mechanism Chen, Chiung-Ju; Bozzelli, Joseph W. The Journal of Physical Chemistry A, Vol. 103, Issue 48 https://doi.org/10.1021/jp991227n	journal	December 1999
Systematic Computational Study on the Unimolecular Reactions of Alkylperoxy (RO ₂ ), Hydroperoxyalkyl (QOOH), and Hydroperoxyalkylperoxy (O ₂ QOOH) Radicals Miyoshi, Akira The Journal of Physical Chemistry A, Vol. 115, Issue 15 https://doi.org/10.1021/jp112152n	journal	April 2011
Rates of reaction of butyl radicals with molecular oxygen Lenhardt, Terence M.; McDade, Charles E.; Bayes, Kyle D. The Journal of Chemical Physics, Vol. 72, Issue 1 https://doi.org/10.1063/1.438848	journal	January 1980
Calculation of fundamental frequencies for small polyatomic molecules: a comparison between correlation consistent and atomic natural orbital basis sets McCaslin, Laura; Stanton, John Molecular Physics, Vol. 111, Issue 9-11 https://doi.org/10.1080/00268976.2013.811303	journal	May 2013
Detailed kinetic mechanism of the multistage oxidation and combustion of isobutane Basevich, V. Ya.; Belyaev, A. A.; Medvedev, S. N. Russian Journal of Physical Chemistry B, Vol. 9, Issue 2 https://doi.org/10.1134/s1990793115020177	journal	March 2015
Equation-of-Motion Coupled-Cluster Methods for Open-Shell and Electronically Excited Species: The Hitchhiker's Guide to Fock Space Krylov, Anna I. Annual Review of Physical Chemistry, Vol. 59, Issue 1 https://doi.org/10.1146/annurev.physchem.59.032607.093602	journal	May 2008
First-Principles Dynamics along the Reaction Path of CH ₃ CH ₂ + O ₂ → H ₂ C=CH ₂ + HOO: Evidence for Vibronic State Mixing and Neutral Hydrogen Transfer ^† Andersen, Amity; Carter, Emily A. The Journal of Physical Chemistry A, Vol. 106, Issue 42 https://doi.org/10.1021/jp0206267	journal	October 2002
The ORCA program system: The ORCA program system Neese, Frank Wiley Interdisciplinary Reviews: Computational Molecular Science, Vol. 2, Issue 1 https://doi.org/10.1002/wcms.81	journal	June 2011
Probing the low-temperature chain-branching mechanism of n -butane autoignition chemistry via time-resolved measurements of ketohydroperoxide formation in photolytically initiated n- C 4 H 10 oxidation Eskola, A. J.; Welz, O.; Zádor, J. Proceedings of the Combustion Institute, Vol. 35, Issue 1 https://doi.org/10.1016/j.proci.2014.05.011	journal	January 2015
FTIR product study of the reaction of C2H5O2+HO2 in air at 295 K Wallington, Timothy J.; Japar, Steven M. Chemical Physics Letters, Vol. 166, Issue 5-6 https://doi.org/10.1016/0009-2614(90)87140-m	journal	March 1990
Chemical Kinetic Data Base for Combustion Chemistry Part 4. Isobutane Tsang, Wing Journal of Physical and Chemical Reference Data, Vol. 19, Issue 1 https://doi.org/10.1063/1.555877	journal	January 1990
Reaction of t-butyl radicals with hydrogen and with oxygen Evans, Geoffrey A.; Walker, Raymond W. Journal of the Chemical Society, Faraday Transactions 1: Physical Chemistry in Condensed Phases, Vol. 75, Issue 0 https://doi.org/10.1039/f19797501458	journal	January 1979
Addition of Peroxyl Radicals to Alkenes and the Reaction of Oxygen with Alkyl Radicals Stark, Moray S. Journal of the American Chemical Society, Vol. 122, Issue 17 https://doi.org/10.1021/ja993760m	journal	May 2000
Reaction of CH3O2+HO2 in air at 295 K: A product study Wallington, Timothy J.; Japar, Steven M. Chemical Physics Letters, Vol. 167, Issue 6 https://doi.org/10.1016/0009-2614(90)85461-k	journal	April 1990
Many – Body Methods in Chemistry and Physics Shavitt, Isaiah; Bartlett, Rodney J. https://doi.org/10.1017/CBO9780511596834	book	January 2009
In pursuit of the ab initio limit for conformational energy prototypes Császár, Attila G.; Allen, Wesley D.; Schaefer, Henry F. The Journal of Chemical Physics, Vol. 108, Issue 23 https://doi.org/10.1063/1.476449	journal	June 1998
Third O2 addition reactions promote the low-temperature auto-ignition of n-alkanes Wang, Zhandong; Sarathy, S. Mani Combustion and Flame, Vol. 165 https://doi.org/10.1016/j.combustflame.2015.12.020	journal	March 2016
Examining the ground and first excited states of methyl peroxy radical with high-level coupled-cluster theory Copan, Andreas V.; Schaefer, Henry F.; Agarwal, Jay Molecular Physics, Vol. 113, Issue 19-20 https://doi.org/10.1080/00268976.2015.1063729	journal	July 2015
The oxidation of isobutane Bose, A. N. Transactions of the Faraday Society, Vol. 55 https://doi.org/10.1039/tf9595500778	journal	January 1959
Directly measuring reaction kinetics of ˙QOOH – a crucial but elusive intermediate in hydrocarbon autoignition Zádor, Judit; Huang, Haifeng; Welz, Oliver Physical Chemistry Chemical Physics, Vol. 15, Issue 26 https://doi.org/10.1039/c3cp51185e	journal	January 2013
Gaussian basis sets for use in correlated molecular calculations. I. The atoms boron through neon and hydrogen Dunning, Thom H. The Journal of Chemical Physics, Vol. 90, Issue 2 https://doi.org/10.1063/1.456153	journal	January 1989
Density-functional exchange-energy approximation with correct asymptotic behavior Becke, A. D. Physical Review A, Vol. 38, Issue 6 https://doi.org/10.1103/physreva.38.3098	journal	September 1988
Anatomy of relativistic energy corrections in light molecular systems Tarczay, GyÖRgy; CsÁSzÁR, Attila G.; Klopper, Wim Molecular Physics, Vol. 99, Issue 21 https://doi.org/10.1080/00268970110073907	journal	November 2001
Psi4: an open-source ab initio electronic structure program : Psi4: an electronic structure program Turney, Justin M.; Simmonett, Andrew C.; Parrish, Robert M. Wiley Interdisciplinary Reviews: Computational Molecular Science, Vol. 2, Issue 4 https://doi.org/10.1002/wcms.93	journal	October 2011
A Theoretical Investigation of the Gas-Phase Oxidation Reaction of the Saturated tert-Butyl Radical Choi, Jong-Ho; Nam, Mi-Ja; Youn, Sung-Eui ChemPhysChem, Vol. 7, Issue 12 https://doi.org/10.1002/cphc.200600473	journal	November 2006
Analysis of the structures, infrared spectra, and Raman spectra for methyl, ethyl, isopropyl, and tert-butyl radicals Pacansky, Jacob; Koch, W.; Miller, M. D. Journal of the American Chemical Society, Vol. 113, Issue 1 https://doi.org/10.1021/ja00001a046	journal	January 1991
Addition of 2,2,3,3-tetramethylbutane to slowly reacting mixtures of hydrogen and oxygen Baldwin, Roy R.; Walker, Raymond W.; Walker, Robert W. Journal of the Chemical Society, Faraday Transactions 1: Physical Chemistry in Condensed Phases, Vol. 75, Issue 0 https://doi.org/10.1039/f19797501447	journal	January 1979
Fuel reactivity controlled compression ignition (RCCI): a pathway to controlled high-efficiency clean combustion Kokjohn, S. L.; Hanson, R. M.; Splitter, D. A. International Journal of Engine Research, Vol. 12, Issue 3 https://doi.org/10.1177/1468087411401548	journal	June 2011
Decomposition of 2,2,3,3-tetramethylbutane in the presence of oxygen Atri, Gulshan M.; Baldwin, Roy R.; Evans, Geoffrey A. Journal of the Chemical Society, Faraday Transactions 1: Physical Chemistry in Condensed Phases, Vol. 74, Issue 0 https://doi.org/10.1039/f19787400366	journal	January 1978
Sources of error in electronic structure calculations on small chemical systems Feller, David; Peterson, Kirk A.; Crawford, T. Daniel The Journal of Chemical Physics, Vol. 124, Issue 5 https://doi.org/10.1063/1.2137323	journal	February 2006
Balanced basis sets of split valence, triple zeta valence and quadruple zeta valence quality for H to Rn: Design and assessment of accuracy Weigend, Florian; Ahlrichs, Reinhart Physical Chemistry Chemical Physics, Vol. 7, Issue 18, p. 3297-3305 https://doi.org/10.1039/b508541a	journal	January 2005
Simplified CCSD(T)-F12 methods: Theory and benchmarks Knizia, Gerald; Adler, Thomas B.; Werner, Hans-Joachim The Journal of Chemical Physics, Vol. 130, Issue 5 https://doi.org/10.1063/1.3054300	journal	February 2009
Stability conditions for the solutions of the Hartree-Fock equations for the simple open-shell case Paldus, J.; C̆ížek, J. Chemical Physics Letters, Vol. 3, Issue 1 https://doi.org/10.1016/0009-2614(69)80001-1	journal	January 1969
Kinetic studies of reactions of the nitrate radical (NO3) with peroxy radicals (RO2): an indirect source of OH at night? Vaughan, Stewart; Canosa-Mas, Carlos E.; Pfrang, Christian Physical Chemistry Chemical Physics, Vol. 8, Issue 32 https://doi.org/10.1039/b605569a	journal	January 2006
Numerical study on the combustion and emission characteristics of a methanol/diesel reactivity controlled compression ignition (RCCI) engine Li, Yaopeng; Jia, Ming; Liu, Yaodong Applied Energy, Vol. 106 https://doi.org/10.1016/j.apenergy.2013.01.058	journal	June 2013
Intramolecular Hydrogen Migration in Alkylperoxy and Hydroperoxyalkylperoxy Radicals: Accurate Treatment of Hindered Rotors Sharma, Sandeep; Raman, Sumathy; Green, William H. The Journal of Physical Chemistry A, Vol. 114, Issue 18 https://doi.org/10.1021/jp9098792	journal	May 2010
Microwave Spectrum of Isobutylene. Dipole Moment, Internal Barrier, Equilibrium Conformation, and Structure Laurie, Victor W. The Journal of Chemical Physics, Vol. 34, Issue 5 https://doi.org/10.1063/1.1701038	journal	May 1961
The structure of 2,2-dimethyloxirane obtained by microwave spectroscopy Hartwig, H.; Dreizler, H. Journal of Molecular Structure, Vol. 406, Issue 1-2 https://doi.org/10.1016/s0022-2860(96)09649-4	journal	April 1997
Open‐shell coupled‐cluster theory Jayatilaka, Dylan; Lee, Timothy J. The Journal of Chemical Physics, Vol. 98, Issue 12 https://doi.org/10.1063/1.464352	journal	June 1993
General atomic and molecular electronic structure system Schmidt, Michael W.; Baldridge, Kim K.; Boatz, Jerry A. Journal of Computational Chemistry, Vol. 14, Issue 11, p. 1347-1363 https://doi.org/10.1002/jcc.540141112	journal	November 1993
Gaussian basis sets for use in correlated molecular calculations. V. Core‐valence basis sets for boron through neon Woon, David E.; Dunning, Thom H. The Journal of Chemical Physics, Vol. 103, Issue 11 https://doi.org/10.1063/1.470645	journal	September 1995
Free radical autoxidations of hydrocarbons Mayo, Frank R. Accounts of Chemical Research, Vol. 1, Issue 7 https://doi.org/10.1021/ar50007a001	journal	July 1968
Hindered Rotation of the Methyl Groups in Ethane Kemp, J. D.; Pitzer, Kenneth S. The Journal of Chemical Physics, Vol. 4, Issue 11 https://doi.org/10.1063/1.1749784	journal	November 1936
Synchrotron photoionization measurements of fundamental autoignition reactions: Product formation in low-temperature isobutane oxidation Eskola, Arkke J.; Welz, Oliver; Savee, John D. Proceedings of the Combustion Institute, Vol. 34, Issue 1 https://doi.org/10.1016/j.proci.2012.06.116	journal	January 2013
Review of high efficiency and clean reactivity controlled compression ignition (RCCI) combustion in internal combustion engines Reitz, Rolf D.; Duraisamy, Ganesh Progress in Energy and Combustion Science, Vol. 46 https://doi.org/10.1016/j.pecs.2014.05.003	journal	February 2015
The ν ₁ band of the DO ₂ radical by difference frequency laser and diode laser spectroscopy: The equilibrium structure of the hydroperoxyl radical Lubic, Karen G.; Amano, Takayoshi; Uehara, Hiromichi The Journal of Chemical Physics, Vol. 81, Issue 11 https://doi.org/10.1063/1.447508	journal	December 1984
A diagnostic for determining the quality of single-reference electron correlation methods Lee, Timothy J.; Taylor, Peter R. International Journal of Quantum Chemistry, Vol. 36, Issue S23 https://doi.org/10.1002/qua.560360824	journal	April 1989
Predicting chemical kinetics with computational chemistry: is QOOH→HOQO important in fuel ignition? Green, William H.; Wijaya, Catherina D.; Yelvington, Paul E. Molecular Physics, Vol. 102, Issue 4 https://doi.org/10.1080/00268970410001675617	journal	February 2004
Infrared spectra of the isobutyl and neopentyl radicals. Characteristic spectra of primary, secondary, and tertiary alkyl radicals Pacansky, J.; Brown, D. W.; Chang, J. S. The Journal of Physical Chemistry, Vol. 85, Issue 17 https://doi.org/10.1021/j150617a029	journal	August 1981
Infrared Absorption Bands Characteristic of Oxirane Ring Patterson, W. A. Analytical Chemistry, Vol. 26, Issue 5 https://doi.org/10.1021/ac60089a009	journal	May 1954
Basis-set convergence of correlated calculations on water Helgaker, Trygve; Klopper, Wim; Koch, Henrik The Journal of Chemical Physics, Vol. 106, Issue 23 https://doi.org/10.1063/1.473863	journal	June 1997
Kinetics of the CH3O2 + HO2 reaction: A temperature and pressure dependence study using chemical ionization mass spectrometry Raventós-Duran, M. Teresa; McGillen, Max; Percival, Carl J. International Journal of Chemical Kinetics, Vol. 39, Issue 10 https://doi.org/10.1002/kin.20269	journal	January 2007
Parallel Calculation of CCSD and CCSD(T) Analytic First and Second Derivatives Harding, Michael E.; Metzroth, Thorsten; Gauss, Jürgen Journal of Chemical Theory and Computation, Vol. 4, Issue 1 https://doi.org/10.1021/ct700152c	journal	November 2007
An efficient linear-scaling CCSD(T) method based on local natural orbitals Rolik, Zoltán; Szegedy, Lóránt; Ladjánszki, István The Journal of Chemical Physics, Vol. 139, Issue 9 https://doi.org/10.1063/1.4819401	journal	September 2013
Toward subchemical accuracy in computational thermochemistry: Focal point analysis of the heat of formation of NCO and [H,N,C,O] isomers Schuurman, Michael S.; Muir, Steven R.; Allen, Wesley D. The Journal of Chemical Physics, Vol. 120, Issue 24 https://doi.org/10.1063/1.1707013	journal	June 2004
Examining the ground and first excited states of methyl peroxy radical with high-level coupled-cluster theory Copan, Andreas V.; Schaefer, Henry F.; Agarwal, Jay Taylor & Francis https://doi.org/10.6084/m9.figshare.1477836	text	January 2015
Molecular Spectra and Molecular Structure Garner, W. E.; Lennard-Jones, J. E. Nature, Vol. 124, Issue 3133 https://doi.org/10.1038/124762b0	journal	November 1929
Examining the ground and first excited states of methyl peroxy radical with high-level coupled-cluster theory Copan, Andreas V.; Schaefer, Henry F.; Agarwal, Jay Taylor & Francis https://doi.org/10.6084/m9.figshare.1477836.v1	text	January 2015
Molecular Spectra and Molecular Structure Garner, W. E.; Lennard-Jones, J. E. Nature, Vol. 124, Issue 3128 https://doi.org/10.1038/124584a0	journal	October 1929
Examining the ground and first excited states of methyl peroxy radical with high-level coupled-cluster theory Copan, Andreas V.; Schaefer, Henry F.; Agarwal, Jay Taylor & Francis https://doi.org/10.6084/m9.figshare.1477836.v2	text	January 2015

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