Guanine
- Formula: C5H5N5O
- Molecular weight: 151.1261
- IUPAC Standard InChIKey: UYTPUPDQBNUYGX-UHFFFAOYSA-N
- CAS Registry Number: 73-40-5
- Chemical structure:
This structure is also available as a 2d Mol file - Other names: 6H-Purin-6-one, 2-amino-1,7-dihydro-; C.I. Natural White 1; C.I. 75170; Dew Pearl; Guanin; Guanine enol; Hypoxanthine, 2-amino-; Mearlmaid; Natural Pearl Essence; Naturon; Pathocidin; Pearl Essence; Stella Polaris; 2-Amino-6-hydroxypurine; 2-Aminohypoxanthine; 2-Amino-1,7-dihydro-6H-purin-6-one; 6H-Purin-6-one, 2-amino-1,9-dihydro-; Natural White 1
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Condensed phase thermochemistry data
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Data compilation copyright by the U.S. Secretary of Commerce on behalf of the U.S.A. All rights reserved.
Data compiled as indicated in comments:
ALS - Hussein Y. Afeefy, Joel F. Liebman, and Stephen E. Stein
DH - Eugene S. Domalski and Elizabeth D. Hearing
Quantity | Value | Units | Method | Reference | Comment |
---|---|---|---|---|---|
ΔfH°solid | -183.9 ± 0.84 | kJ/mol | Ccb | Stiehler and Huffman, 1935 | Reanalyzed by Cox and Pilcher, 1970, Original value = -188.7 kJ/mol; ALS |
Quantity | Value | Units | Method | Reference | Comment |
ΔcH°solid | -2498.2 ± 0.79 | kJ/mol | Ccb | Stiehler and Huffman, 1935 | Reanalyzed by Cox and Pilcher, 1970, Original value = -2497.4 kJ/mol; ALS |
Quantity | Value | Units | Method | Reference | Comment |
S°solid,1 bar | 160.2 | J/mol*K | N/A | Stiehler and Huffman, 1935, 2 | Extrapolation below 90 K, 45.06 J/mol*K.; DH |
Constant pressure heat capacity of solid
Cp,solid (J/mol*K) | Temperature (K) | Reference | Comment |
---|---|---|---|
160.7 | 298. | Kilday, 1981 | DH |
156.94 | 296.7 | Stiehler and Huffman, 1935, 2 | T = 84 to 297 K. Value is unsmoothed experimental datum.; DH |
Phase change data
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Data compilation copyright by the U.S. Secretary of Commerce on behalf of the U.S.A. All rights reserved.
Data compiled by: William E. Acree, Jr., James S. Chickos
Enthalpy of sublimation
ΔsubH (kJ/mol) | Temperature (K) | Method | Reference | Comment |
---|---|---|---|---|
168.3 ± 0.6 | 365. | QR,ME | de Barros, Medina, et al., 2006 | Based on data from 325. to 405. K. |
Reaction thermochemistry data
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Data compilation copyright by the U.S. Secretary of Commerce on behalf of the U.S.A. All rights reserved.
Data compiled by: Robert C. Dunbar
Note: Please consider using the reaction search for this species. This page allows searching of all reactions involving this species. A general reaction search form is also available. Future versions of this site may rely on reaction search pages in place of the enumerated reaction displays seen below.
Individual Reactions
By formula: Na+ + C5H5N5O = (Na+ • C5H5N5O)
Quantity | Value | Units | Method | Reference | Comment |
---|---|---|---|---|---|
ΔrH° | 182. | kJ/mol | CIDC | Cerda and Wesdemiotis, 1996 |
By formula: K+ + C5H5N5O = (K+ • C5H5N5O)
Quantity | Value | Units | Method | Reference | Comment |
---|---|---|---|---|---|
ΔrH° | 117. | kJ/mol | CIDC | Cerda and Wesdemiotis, 1996 |
Gas phase ion energetics data
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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:
LLK - Sharon G. Lias, Rhoda D. Levin, and Sherif A. Kafafi
Quantity | Value | Units | Method | Reference | Comment |
---|---|---|---|---|---|
Proton affinity (review) | 959.5 | kJ/mol | N/A | Hunter and Lias, 1998 | HL |
Quantity | Value | Units | Method | Reference | Comment |
Gas basicity | 927.6 | kJ/mol | N/A | Hunter and Lias, 1998 | HL |
Ionization energy determinations
IE (eV) | Method | Reference | Comment |
---|---|---|---|
7.85 | PE | Dougherty, Younathan, et al., 1978 | LLK |
8.0 ± 0.2 | EI | Verkin, Sukodub, et al., 1976 | LLK |
8.24 ± 0.03 | PE | Hush and Cheung, 1975 | Vertical value; LLK |
Ion clustering data
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Data compilation copyright by the U.S. Secretary of Commerce on behalf of the U.S.A. All rights reserved.
Data compiled by: Robert C. Dunbar
Note: Please consider using the reaction search for this species. This page allows searching of all reactions involving this species. Searches may be limited to ion clustering reactions. A general reaction search form is also available.
Clustering reactions
By formula: K+ + C5H5N5O = (K+ • C5H5N5O)
Quantity | Value | Units | Method | Reference | Comment |
---|---|---|---|---|---|
ΔrH° | 117. | kJ/mol | CIDC | Cerda and Wesdemiotis, 1996 |
By formula: Na+ + C5H5N5O = (Na+ • C5H5N5O)
Quantity | Value | Units | Method | Reference | Comment |
---|---|---|---|---|---|
ΔrH° | 182. | kJ/mol | CIDC | Cerda and Wesdemiotis, 1996 |
References
Go To: Top, Condensed phase thermochemistry data, Phase change data, Reaction thermochemistry data, Gas phase ion energetics data, Ion clustering data, Notes
Data compilation copyright by the U.S. Secretary of Commerce on behalf of the U.S.A. All rights reserved.
Stiehler and Huffman, 1935
Stiehler, R.D.; Huffman, H.M.,
Thermal data. IV. The heats of combustion of adenine, hypoxanthine, guanine, xanthine, uric acid, allantoin and alloxan,
J. Am. Chem. Soc., 1935, 57, 1734-1740. [all data]
Cox and Pilcher, 1970
Cox, J.D.; Pilcher, G.,
Thermochemistry of Organic and Organometallic Compounds, Academic Press, New York, 1970, 1-636. [all data]
Stiehler and Huffman, 1935, 2
Stiehler, R.D.; Huffman, H.M.,
Thermal data. V. The heat capacities, entropies and free energies of adenine, hypoxanthine, guanine, xanthine, uric acid, allantoin and alloxan,
J. Am. Chem. Soc., 1935, 57, 1741-1743. [all data]
Kilday, 1981
Kilday, M.V.,
Enthalpies of solution of the nucleic acid bases. 6. Guanine in aqueous HCl and NaOH, and guanine hydrochlorides in aqueous HCl,
J. Res., 1981, NBS 86, 367-381. [all data]
de Barros, Medina, et al., 2006
de Barros, A.L.F.; Medina, A.; Zappa, F.; Pereira, J.M.; Bessa, E.; Martins, M.H.P.; Coelho, L.F.S.; Wolff, W.; de Castro Faria, N.V.,
A simple experimental arrangement for measuring the vapour pressures and sublimation enthalpies by the Knudsen effusion method: Application to DNA and RNA bases,
Nuclear Instruments and Methods in Physics Research Section A: Accelerators, Spectrometers, Detectors and Associated Equipment, 2006, 560, 2, 219-223, https://doi.org/10.1016/j.nima.2006.01.026
. [all data]
Cerda and Wesdemiotis, 1996
Cerda, B.A.; Wesdemiotis, C.,
PAs of Peptides,
J. Am. Chem. Soc., 1996, 118, 11884. [all data]
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]
Dougherty, Younathan, et al., 1978
Dougherty, D.; Younathan, E.S.; Voll, R.; Abdulnur, S.; McGlynn, S.P.,
Photoelectron spectroscopy of some biological molecules,
J. Electron Spectrosc. Relat. Phenom., 1978, 13, 379. [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]
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]
Notes
Go To: Top, Condensed phase thermochemistry data, Phase change data, Reaction thermochemistry data, Gas phase ion energetics data, Ion clustering data, References
- Symbols used in this document:
Cp,solid Constant pressure heat capacity of solid S°solid,1 bar Entropy of solid at standard conditions (1 bar) ΔcH°solid Enthalpy of combustion of solid at standard conditions ΔfH°solid Enthalpy of formation of solid at standard conditions ΔrH° Enthalpy of reaction at standard conditions ΔsubH Enthalpy of sublimation - Data from NIST Standard Reference Database 69: NIST Chemistry WebBook
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