Time-resolved molecular dynamics of single and double hydrogen migration in ethanol
Abstract
Being the lightest, most mobile atom that exists, hydrogen plays an important role in the chemistry of hydrocarbons, proteins and peptides and most biomolecules. Hydrogen can undergo transfer, exchange and migration processes, having considerable impact on the chemical behavior of these molecules. Although much has been learned about reaction dynamics involving one hydrogen atom, less is known about those processes where two or more hydrogen atoms participate. Here we show that single and double hydrogen migrations occurring in ethanol cations and dications take place within a few hundred fs to ps, using a 3D imaging and laser pump-probe technique. For double hydrogen migration, the hydrogens are not correlated, with the second hydrogen migration promoting the breakup of the C–O bond. The probability of double hydrogen migration is quite significant, suggesting that double hydrogen migration plays a more important role than generally assumed. The conclusions are supported by state-of-the-art molecular dynamics calculations.
- Authors:
-
[2];
[1];
[1];
[4];
- Univ. of Connecticut, Storrs, CT (United States)
- Universidad Autónoma de Madrid (Spain)
- SLAC National Accelerator Lab., Menlo Park, CA (United States)
- Universidad Autónoma de Madrid (Spain); Instituto Madrileño de Estudios Avanzados en Nanociencia (IMDEA-Nano), Madrid (Spain); Donostia International Physics Center (DIPC), Donostia-San Sebastián (Spain)
- Publication Date:
- Research Org.:
- SLAC National Accelerator Lab., Menlo Park, CA (United States)
- Sponsoring Org.:
- USDOE
- OSTI Identifier:
- 1546973
- Grant/Contract Number:
- AC02-76SF00515
- Resource Type:
- Accepted Manuscript
- Journal Name:
- Nature Communications
- Additional Journal Information:
- Journal Volume: 10; Journal Issue: 1; Journal ID: ISSN 2041-1723
- Publisher:
- Nature Publishing Group
- Country of Publication:
- United States
- Language:
- English
- Subject:
- 37 INORGANIC, ORGANIC, PHYSICAL, AND ANALYTICAL CHEMISTRY; 08 HYDROGEN
Citation Formats
Kling, Nora G., Díaz-Tendero, S., Obaid, R., Disla, M. R., Xiong, H., Sundberg, M., Khosravi, S. D., Davino, M., Drach, P., Carroll, A. M., Osipov, T., Martín, F., and Berrah, N. Time-resolved molecular dynamics of single and double hydrogen migration in ethanol. United States: N. p., 2019.
Web. doi:10.1038/s41467-019-10571-9.
Kling, Nora G., Díaz-Tendero, S., Obaid, R., Disla, M. R., Xiong, H., Sundberg, M., Khosravi, S. D., Davino, M., Drach, P., Carroll, A. M., Osipov, T., Martín, F., & Berrah, N. Time-resolved molecular dynamics of single and double hydrogen migration in ethanol. United States. doi:10.1038/s41467-019-10571-9.
Kling, Nora G., Díaz-Tendero, S., Obaid, R., Disla, M. R., Xiong, H., Sundberg, M., Khosravi, S. D., Davino, M., Drach, P., Carroll, A. M., Osipov, T., Martín, F., and Berrah, N. Thu .
"Time-resolved molecular dynamics of single and double hydrogen migration in ethanol". United States. doi:10.1038/s41467-019-10571-9. https://www.osti.gov/servlets/purl/1546973.
@article{osti_1546973,
title = {Time-resolved molecular dynamics of single and double hydrogen migration in ethanol},
author = {Kling, Nora G. and Díaz-Tendero, S. and Obaid, R. and Disla, M. R. and Xiong, H. and Sundberg, M. and Khosravi, S. D. and Davino, M. and Drach, P. and Carroll, A. M. and Osipov, T. and Martín, F. and Berrah, N.},
abstractNote = {Being the lightest, most mobile atom that exists, hydrogen plays an important role in the chemistry of hydrocarbons, proteins and peptides and most biomolecules. Hydrogen can undergo transfer, exchange and migration processes, having considerable impact on the chemical behavior of these molecules. Although much has been learned about reaction dynamics involving one hydrogen atom, less is known about those processes where two or more hydrogen atoms participate. Here we show that single and double hydrogen migrations occurring in ethanol cations and dications take place within a few hundred fs to ps, using a 3D imaging and laser pump-probe technique. For double hydrogen migration, the hydrogens are not correlated, with the second hydrogen migration promoting the breakup of the C–O bond. The probability of double hydrogen migration is quite significant, suggesting that double hydrogen migration plays a more important role than generally assumed. The conclusions are supported by state-of-the-art molecular dynamics calculations.},
doi = {10.1038/s41467-019-10571-9},
journal = {Nature Communications},
number = 1,
volume = 10,
place = {United States},
year = {2019},
month = {6}
}
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Hydrogen scrambling in ethane induced by intense laser fields: Statistical analysis of coincidence events
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Hydrogen migration in methanol studied under asymmetric fs laser irradiation
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Formation of H3O+ from ethanol clusters induced by intense femtosecond laser fields
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Rapid formation of H + 3 from ammonia and methane following 4 MeV proton impact
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Works referencing / citing this record:
Infrared Photoactivation Reduces Peptide Folding and Hydrogen-Atom Migration following ETD Tandem Mass Spectrometry
journal, October 2009
- Ledvina, Aaron R.; McAlister, Graeme C.; Gardner, Myles W.
- Angewandte Chemie International Edition, Vol. 48, Issue 45
A Multicoincidence Study of Fragmentation Dynamics in Collision of γ-Aminobutyric Acid with Low-Energy Ions
journal, June 2012
- Capron, Michael; Díaz-Tendero, Sergio; Maclot, Sylvain
- Chemistry - A European Journal, Vol. 18, Issue 30
Formation of H 3 O + from alcohols and ethers induced by intense laser fields
journal, March 2010
- Shirota, Tatsuro; Mano, Narutoshi; Tsuge, Masashi
- Rapid Communications in Mass Spectrometry, Vol. 24, Issue 5
Ultrafast hydrogen migration in allene in intense laser fields: Evidence of two-body Coulomb explosion
journal, February 2009
- Xu, Huailiang; Okino, Tomoya; Yamanouchi, Kaoru
- Chemical Physics Letters, Vol. 469, Issue 4-6
Formation of H3O+ from ethanol clusters induced by intense femtosecond laser fields
journal, April 2010
- Hoshina, K.; Tsuge, M.
- Chemical Physics Letters, Vol. 489, Issue 4-6
Hydrogen migration in methanol studied under asymmetric fs laser irradiation
journal, June 2014
- Kotsina, N.; Kaziannis, S.; Kosmidis, C.
- Chemical Physics Letters, Vol. 604
Wave packet bifurcation in ultrafast hydrogen migration in CH3OH+ by pump-probe coincidence momentum imaging with few-cycle laser pulses
journal, March 2015
- Ando, Toshiaki; Shimamoto, Akihiro; Miura, Shun
- Chemical Physics Letters, Vol. 624
Hydrogen migration in acetonitrile in intense laser fields in competition with two-body Coulomb explosion
journal, December 2004
- Hishikawa, Akiyoshi; Hasegawa, Hirokazu; Yamanouchi, Kaoru
- Journal of Electron Spectroscopy and Related Phenomena, Vol. 141, Issue 2-3
A review on reforming bio-ethanol for hydrogen production
journal, October 2007
- Ni, Meng; Leung, Dennis Y. C.; Leung, Michael K. H.
- International Journal of Hydrogen Energy, Vol. 32, Issue 15
Hydrogen Atom Scrambling in Selectively Labeled Anionic Peptides Upon Collisional Activation by MALDI Tandem Time-of-Flight Mass Spectrometry
journal, December 2008
- Bache, N.; Rand, K.; Roepstorff, P.
- Journal of the American Society for Mass Spectrometry, Vol. 19, Issue 12
The structures, conversions and fragmentations of C2H6O2+ isomers: An ab initio study
journal, October 2006
- Lu, Hsiu-Feng; Li, F. -Y.; Nagaya, K.
- Journal of Molecular Structure: THEOCHEM, Vol. 773, Issue 1-3
Observation of the Hydrogen Migration in the Cation-Induced Fragmentation of the Pyridine Molecules
journal, February 2016
- Wasowicz, Tomasz J.; Pranszke, Bogusław
- The Journal of Physical Chemistry A, Vol. 120, Issue 7
An intramolecular model for the enzymic insertion of coenzyme B12 into unactivated carbon-hydrogen bonds
journal, March 1976
- Breslow, Ronald; Khanna, Pyare L.
- Journal of the American Chemical Society, Vol. 98, Issue 5
Electron Capture Dissociation Proceeds with a Low Degree of Intramolecular Migration of Peptide Amide Hydrogens
journal, January 2008
- Rand, Kasper D.; Adams, Christopher M.; Zubarev, Roman A.
- Journal of the American Chemical Society, Vol. 130, Issue 4
Influence of Peptide Composition, Gas-Phase Basicity, and Chemical Modification on Fragmentation Efficiency: Evidence for the Mobile Proton Model
journal, January 1996
- Dongré, Ashok R.; Jones, Jennifer L.; Somogyi, Árpád
- Journal of the American Chemical Society, Vol. 118, Issue 35
Femtochemistry: Atomic-Scale Dynamics of the Chemical Bond †
journal, June 2000
- Zewail, Ahmed H.
- The Journal of Physical Chemistry A, Vol. 104, Issue 24
Fragmentation Dynamics of Doubly Charged Methionine in the Gas Phase
journal, February 2014
- Ha, Dang Trinh; Wang, Y.; Alcamí, M.
- The Journal of Physical Chemistry A, Vol. 118, Issue 8
Intramolecular Hydrogen Migration in Alkylperoxy and Hydroperoxyalkylperoxy Radicals: Accurate Treatment of Hindered Rotors
journal, May 2010
- Sharma, Sandeep; Raman, Sumathy; Green, William H.
- The Journal of Physical Chemistry A, Vol. 114, Issue 18
Dynamics of Glycine Dications in the Gas Phase: Ultrafast Intramolecular Hydrogen Migration versus Coulomb Repulsion
journal, November 2013
- Maclot, Sylvain; Piekarski, Dariusz Grzegorz; Domaracka, Alicja
- The Journal of Physical Chemistry Letters, Vol. 4, Issue 22
Tabletop imaging of structural evolutions in chemical reactions demonstrated for the acetylene cation
journal, July 2014
- Ibrahim, Heide; Wales, Benji; Beaulieu, Samuel
- Nature Communications, Vol. 5, Issue 1
Ultrafast isomerization initiated by X-ray core ionization
journal, September 2015
- Liekhus-Schmaltz, Chelsea E.; Tenney, Ian; Osipov, Timur
- Nature Communications, Vol. 6, Issue 1
Mechanisms and time-resolved dynamics for trihydrogen cation (H3 +) formation from organic molecules in strong laser fields
journal, July 2017
- Ekanayake, Nagitha; Nairat, Muath; Kaderiya, Balram
- Scientific Reports, Vol. 7, Issue 1
Two-body Coulomb explosion in methylacetylene in intense laser fields: double proton migration and proton/deuteron exchange
journal, January 2012
- Okino, Tomoya; Watanabe, Anri; Xu, Huailiang
- Physical Chemistry Chemical Physics, Vol. 14, Issue 12
Intramolecular hydrogen atom migration along the backbone of cationic and neutral radical tripeptides and subsequent radical-induced dissociations
journal, January 2012
- Zhao, Junfang; Song, Tao; Xu, Minjie
- Physical Chemistry Chemical Physics, Vol. 14, Issue 24
Formation of fragment ions (H+, H3+, CH3+) from ethane in intense femtosecond laser fields – from understanding to control
journal, January 2013
- Schirmel, Nora; Reusch, Nicola; Horsch, Philipp
- Faraday Discussions, Vol. 163
Unusual hydroxyl migration in the fragmentation of β-alanine dication in the gas phase
journal, January 2015
- Piekarski, Dariusz Grzegorz; Delaunay, Rudy; Maclot, Sylvain
- Physical Chemistry Chemical Physics, Vol. 17, Issue 26
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- Piekarski, Dariusz Grzegorz; Delaunay, Rudy; Mika, Arkadiusz
- Physical Chemistry Chemical Physics, Vol. 19, Issue 30
Ab initio molecular dynamics: Propagating the density matrix with Gaussian orbitals
journal, June 2001
- Schlegel, H. Bernhard; Millam, John M.; Iyengar, Srinivasan S.
- The Journal of Chemical Physics, Vol. 114, Issue 22
Ab initio molecular dynamics: Propagating the density matrix with Gaussian orbitals. II. Generalizations based on mass-weighting, idempotency, energy conservation and choice of initial conditions
journal, January 2001
- Iyengar, Srinivasan S.; Schlegel, H. Bernhard; Millam, John M.
- The Journal of Chemical Physics, Vol. 115, Issue 22
Ab initio molecular dynamics: Propagating the density matrix with Gaussian orbitals. III. Comparison with Born–Oppenheimer dynamics
journal, November 2002
- Schlegel, H. Bernhard; Iyengar, Srinivasan S.; Li, Xiaosong
- The Journal of Chemical Physics, Vol. 117, Issue 19
Hydrogen Atom Scrambling in Ion‐Molecule Reactions of Methane and Ethylene
journal, May 1972
- Huntress, Wesley T.
- The Journal of Chemical Physics, Vol. 56, Issue 10
Efficient ejection of H3+ from hydrocarbon molecules induced by ultrashort intense laser fields
journal, September 2008
- Hoshina, Kennosuke; Furukawa, Yusuke; Okino, Tomoya
- The Journal of Chemical Physics, Vol. 129, Issue 10
Strong fields induce ultrafast rearrangement of H atoms in H2O
journal, June 2009
- Rajgara, F. A.; Dharmadhikari, A. K.; Mathur, D.
- The Journal of Chemical Physics, Vol. 130, Issue 23
Hydrogen scrambling in ethane induced by intense laser fields: Statistical analysis of coincidence events
journal, May 2012
- Kanya, Reika; Kudou, Tatsuya; Schirmel, Nora
- The Journal of Chemical Physics, Vol. 136, Issue 20
CXII. On the analysis of τ-meson data and the nature of the τ-meson
journal, October 1953
- Dalitz, R. H.
- The London, Edinburgh, and Dublin Philosophical Magazine and Journal of Science, Vol. 44, Issue 357
Rapid formation of H + 3 from ammonia and methane following 4 MeV proton impact
journal, April 2009
- Jochim, Bethany; Lueking, Amy; Doshier, Laura
- Journal of Physics B: Atomic, Molecular and Optical Physics, Vol. 42, Issue 9
Development of the Colle-Salvetti correlation-energy formula into a functional of the electron density
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- Lee, Chengteh; Yang, Weitao; Parr, Robert G.
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Steering Proton Migration in Hydrocarbons Using Intense Few-Cycle Laser Fields
journal, May 2016
- Kübel, M.; Siemering, R.; Burger, C.
- Physical Review Letters, Vol. 116, Issue 19
Control of Electron Localization in Molecular Dissociation
journal, April 2006
- Kling, M. F.
- Science, Vol. 312, Issue 5771
Encoding of vinylidene isomerization in its anion photoelectron spectrum
journal, October 2017
- DeVine, Jessalyn A.; Weichman, Marissa L.; Laws, Benjamin
- Science, Vol. 358, Issue 6361
Energetics and Mechanism of Hydronium ion Formation by Electron Impact
journal, December 1963
- Raalte, D. Van; Harrison, A. G.
- Canadian Journal of Chemistry, Vol. 41, Issue 12