Guanine
- Formula: C5H5N5O
- Molecular weight: 151.1261
- IUPAC Standard InChI: InChI=1S/C5H5N5O/c6-5-9-3-2(4(11)10-5)7-1-8-3/h1H,(H4,6,7,8,9,10,11)
- 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
Go To: Top, Reaction thermochemistry data, References, Notes
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 | -43.95 ± 0.20 | kcal/mol | Ccb | Stiehler and Huffman, 1935 | Reanalyzed by Cox and Pilcher, 1970, Original value = -45.09 kcal/mol; ALS |
| Quantity | Value | Units | Method | Reference | Comment |
| ΔcH°solid | -597.09 ± 0.19 | kcal/mol | Ccb | Stiehler and Huffman, 1935 | Reanalyzed by Cox and Pilcher, 1970, Original value = -596.89 kcal/mol; ALS |
| Quantity | Value | Units | Method | Reference | Comment |
| S°solid,1 bar | 38.29 | cal/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 (cal/mol*K) | Temperature (K) | Reference | Comment |
|---|---|---|---|
| 38.41 | 298. | Kilday, 1981 | DH |
| 37.510 | 296.7 | Stiehler and Huffman, 1935, 2 | T = 84 to 297 K. Value is unsmoothed experimental datum.; DH |
Reaction thermochemistry data
Go To: Top, Condensed phase thermochemistry data, References, Notes
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° | 43.5 | kcal/mol | CIDC | Cerda and Wesdemiotis, 1996 |
+
= (
•
)
By formula: K+ + C5H5N5O = (K+ • C5H5N5O)
| Quantity | Value | Units | Method | Reference | Comment |
|---|---|---|---|---|---|
| ΔrH° | 28.0 | kcal/mol | CIDC | Cerda and Wesdemiotis, 1996 |
References
Go To: Top, Condensed phase thermochemistry data, Reaction thermochemistry 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]
Cerda and Wesdemiotis, 1996
Cerda, B.A.; Wesdemiotis, C.,
PAs of Peptides,
J. Am. Chem. Soc., 1996, 118, 11884. [all data]
Notes
Go To: Top, Condensed phase thermochemistry data, Reaction thermochemistry 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 - Data from NIST Standard Reference Database 69: NIST Chemistry WebBook
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