Uracil

Data at NIST subscription sites:

NIST subscription sites provide data under the NIST Standard Reference Data Program, but require an annual fee to access. The purpose of the fee is to recover costs associated with the development of data collections included in such sites. Your institution may already be a subscriber. Follow the links above to find out more about the data in these sites and their terms of usage.


Gas phase ion energetics data

Go To: Top, References, Notes

Data compilation copyright by the U.S. Secretary of Commerce on behalf of the U.S.A. All rights reserved.

Data evaluated as indicated in comments:
HL - Edward P. Hunter and Sharon G. Lias

Data compiled as indicated in comments:
MM - Michael M. Meot-Ner (Mautner)
LLK - Sharon G. Lias, Rhoda D. Levin, and Sherif A. Kafafi
RDSH - Henry M. Rosenstock, Keith Draxl, Bruce W. Steiner, and John T. Herron
B - John E. Bartmess

Quantity Value Units Method Reference Comment
Proton affinity (review)208.6kcal/molN/AHunter and Lias, 1998HL
Quantity Value Units Method Reference Comment
Gas basicity201.2kcal/molN/AHunter and Lias, 1998HL

Electron affinity determinations

EA (eV) Method Reference Comment
0.07502N/ADesfrancois, Abdoul-Carime, et al., 1999B
0.0860 ± 0.0080LPESSchiedt, Weinkauf, et al., 1998B
0.054 ± 0.035N/ADesfrancois, Abdoul-Carime, et al., 1996B
0.0930 ± 0.0070LPESHendricks, Lyapustina, et al., 1996 Aflatooni, Gallup, et al., 1998: vertical attachment EA = -0.22 eV; B
2.49 ± 0.10LPESLi, Bowen, et al., 2007valence state of rare tautomer(N3-H to C5) inferred from calculations; B

Proton affinity at 298K

Proton affinity (kcal/mol) Reference Comment
205.Wolken and Turecek, 2000PA calculated by B3YLP, MP2, QCSID, QCISD(T)6-31G(d,p) to 6-311+G(3df,2p) methods. The results, and comparison with experimental PA of thymine suggest the cited value, probbaly more accurate than 1975 Wilson and McCoskey bracketing value.; MM

Ionization energy determinations

IE (eV) Method Reference Comment
9.2PEYu, O'Donnell, et al., 1981LLK
9.4 ± 0.1EIVerkin, Sukodub, et al., 1976LLK
9.53 ± 0.02EIZaretskii, Sadovskaya, et al., 1971LLK
9.8 ± 0.1EILifschitz, Bergmann, et al., 1967RDSH
9.68PEPalmer, Simpson, et al., 1980Vertical value; LLK
9.60PEDougherty, Wittel, et al., 1976Vertical value; LLK
9.45PELauer, Schafer, et al., 1975Vertical value; LLK
9.50 ± 0.03PEHush and Cheung, 1975Vertical value; LLK
9.59PEPadva, LeBreton, et al., 1974Vertical value; LLK

References

Go To: Top, Gas phase ion energetics data, Notes

Data compilation copyright by the U.S. Secretary of Commerce on behalf of the U.S.A. All rights reserved.

Hunter and Lias, 1998
Hunter, E.P.; Lias, S.G., Evaluated Gas Phase Basicities and Proton Affinities of Molecules: An Update, J. Phys. Chem. Ref. Data, 1998, 27, 3, 413-656, https://doi.org/10.1063/1.556018 . [all data]

Desfrancois, Abdoul-Carime, et al., 1999
Desfrancois, C.; Abdoul-Carime, H.; Carles, S.; Periquet, V.; Schermann, J.P.; Smith, D.M.A.; Adamowicz, L., Experimental and theoretical ab initio study of the influence of N-methylation on the dipole-bound electron affinities of thymine and uracil, J. Chem. Phys., 1999, 110, 24, 11876-11883, https://doi.org/10.1063/1.479175 . [all data]

Schiedt, Weinkauf, et al., 1998
Schiedt, J.; Weinkauf, R.; Neumark, D.M.; Schlag, E.W., Anion spectroscopy of uracil, thymine and the amino-oxo and amino-hydroxy tautomers of cytosine and their water clusters, Chem. Phys., 1998, 239, 1-3, 511-524, https://doi.org/10.1016/S0301-0104(98)00361-9 . [all data]

Desfrancois, Abdoul-Carime, et al., 1996
Desfrancois, C.; Abdoul-Carime, H.; Schermann, J.P., Electron Attachment to Isolated Nucleic Acid Bases, J. Chem. Phys., 1996, 104, 19, 7792, https://doi.org/10.1063/1.471484 . [all data]

Hendricks, Lyapustina, et al., 1996
Hendricks, J.H.; Lyapustina, S.A.; de Clercq, H.L.; Snodgrass, J.T.; Bowen, K.H., Dipole bound, nucleic Acid Base Anions Studied via Negative Ion Photoelectron Spectroscopy, J. Chem. Phys., 1996, 104, 19, 7788, https://doi.org/10.1063/1.471482 . [all data]

Aflatooni, Gallup, et al., 1998
Aflatooni, K.; Gallup, G.A.; Burrows, P.D., Electron Attachment Energies of the DNA Bases, J. Phys. Chem., 1998, 102, 31, 6205, https://doi.org/10.1021/jp980865n . [all data]

Li, Bowen, et al., 2007
Li, X.; Bowen, K.H.; Haranczyk, M.; Bachorz, R.A.; Mazurkiewicz, K.; Rak, J.; Gutowski, M., Photoelectron spectroscopy of adiabatically bound valence anions of rare tautomers of the nucleic acid bases, J. Chem. Phys., 2007, 127, 17, 174309, https://doi.org/10.1063/1.2795719 . [all data]

Wolken and Turecek, 2000
Wolken, J.K.; Turecek, F., Proton affinity of uracil. A computational study of protonation sites, J. Am. Soc. Mass Spectrom., 2000, 11, 1065. [all data]

Yu, O'Donnell, et al., 1981
Yu, C.; O'Donnell, T.J.; LeBreton, P.R., Ultraviolet photoelectron studies of volatile nucleoside models. Vertical ionization potential measurements of methylated uridine, thymidine, cytidine, and adenosine, J. Phys. Chem., 1981, 85, 3851. [all data]

Verkin, Sukodub, et al., 1976
Verkin, B.I.; Sukodub, L.F.; Yanson, I.K., Ionization potentials of nitrogenous bases of of nucleic acids, Dokl. Akad. Nauk SSSR, 1976, 228, 1452. [all data]

Zaretskii, Sadovskaya, et al., 1971
Zaretskii, V.I.; Sadovskaya, V.L.; Wulfson, N.S.; Sizoy, V.F.; Merimson, V.G., Mass spectrometry of steroid systems-XXI. Appearance and ionization potentials for the stereoisomers of the D-homoestrane series, Org. Mass Spectrom., 1971, 5, 1179. [all data]

Lifschitz, Bergmann, et al., 1967
Lifschitz, C.; Bergmann, E.D.; Pullman, B., The ionization potentials of biological purines and pyrimidines, Tetrahedron Lett., 1967, 4583. [all data]

Palmer, Simpson, et al., 1980
Palmer, M.H.; Simpson, I.; Platenkamp, R.J., The electronic structure of flavin derivatives, J. Mol. Struct., 1980, 66, 243. [all data]

Dougherty, Wittel, et al., 1976
Dougherty, D.; Wittel, K.; Meeks, J.; McGlynn, S.P., Photoelectron spectroscopy of carbonyls. Ureas, uracils, and thymine, J. Am. Chem. Soc., 1976, 98, 3815. [all data]

Lauer, Schafer, et al., 1975
Lauer, G.; Schafer, W.; Schweig, A., Functional subunits in the nucleic acid bases uracil and thymine, Tetrahedron Lett., 1975, 45, 3939. [all data]

Hush and Cheung, 1975
Hush, N.S.; Cheung, A.S., Ionization potentials and donor properties of nucleic acid bases and related compounds, Chem. Phys. Lett., 1975, 34, 11. [all data]

Padva, LeBreton, et al., 1974
Padva, A.; LeBreton, P.R.; Dinerstein, R.J.; Ridyard, J.N.A., UV photoelectron studies of biological pyrimidines: The electronic structure of uracil, Biochem. Biophys. Res. Commun., 1974, 60, 1262. [all data]


Notes

Go To: Top, Gas phase ion energetics data, References