Computational Study of the Malonic Acid Tautomerization Products in Highly Concentrated Particles

Dick-Pérez, Marilú; Windus, Theresa L.

doi:10.1021/acs.jpca.6b11716

Title: Computational Study of the Malonic Acid Tautomerization Products in Highly Concentrated Particles

Journal Article · Thu Mar 09 00:00:00 EST 2017 · Journal of Physical Chemistry. A, Molecules, Spectroscopy, Kinetics, Environment, and General Theory

DOI:https://doi.org/10.1021/acs.jpca.6b11716· OSTI ID:1347405

Dick-Pérez, Marilú; Windus, Theresa L.

Knowing the tautomeric form of malonic acid (MA) in concentrated particles is critical to understanding its effect on the atmosphere. Energies and vibrational modes of hydrated MA particles were calculated using density functional theory (DFT) at the B3LYP/6-31G(d,p) level and the effective fragment potential (EFP) method. Visualization of the keto and enol isomer vibrational modes enabled the assignment of keto isomer peaks in the 1710–1750 cm^–1 range, and previously unidentified experimental IR peaks in the 1690–1710 cm^–1 can now be attributed to the enol isomer. Furthermore, a comparison of calculated spectra of pure hydrated enol or keto isomers confirm recent experimental evidence, of a shift in the keto–enol tautomer equilibrium when MA exists as concentrated particles.

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Research Organization:: Ames Laboratory (AMES), Ames, IA (United States)

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

Grant/Contract Number:: AC02-07CH11358

OSTI ID:: 1347405

Report Number(s):: IS-J-9216

Journal Information:: Journal of Physical Chemistry. A, Molecules, Spectroscopy, Kinetics, Environment, and General Theory, Vol. 121, Issue 11; ISSN 1089-5639

Publisher:: American Chemical SocietyCopyright Statement

Country of Publication:: United States

Language:: English

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Cited by: 5 works

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Cited By (2)

Self‐catalyzed keto‐enol tautomerization of malonic acid Sutton, Catherine C. R.; Lim, Chia‐Yang; Silva, Gabriel International Journal of Quantum Chemistry, Vol. 120, Issue 5 https://doi.org/10.1002/qua.26114	journal	November 2019
Theoretical Study on the Epimerization of Azlactone Rings: Keto–Enol Tautomerism or Base-Mediated Racemization? de Castro, Pedro P.; Batista, Gabriel M. F.; dos Santos, Hélio F. ACS Omega, Vol. 3, Issue 3 https://doi.org/10.1021/acsomega.8b00060	journal	March 2018

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