2,4(1H,3H)-Pyrimidinedithione
- Formula: C4H4N2S2
- Molecular weight: 144.218
- IUPAC Standard InChI: InChI=1S/C4H4N2S2/c7-3-1-2-5-4(8)6-3/h1-2H,(H2,5,6,7,8)
- IUPAC Standard InChIKey: ZEQIWKHCJWRNTH-UHFFFAOYSA-N
- CAS Registry Number: 2001-93-6
- Chemical structure:
This structure is also available as a 2d Mol file or as a computed 3d SD file
The 3d structure may be viewed using Java or Javascript. - Other names: Uracil, 2,4-dithio-; Dithiouracil; 2,4-Dimercaptopyrimidine; 2,4-Dithiouracil; 2,4-Dithioxopyrimidine; 2,4-Pyrimidinedithiol; Pyrimidine-2,4-dithiol; 2,4-Dithiopyrimidine; Dithiopyrimidine; USAF CB-14; NSC 42031
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Phase change data
Go To: Top, Gas phase ion energetics 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: William E. Acree, Jr., James S. Chickos
Enthalpy of sublimation
| ΔsubH (kJ/mol) | Temperature (K) | Reference | Comment |
|---|---|---|---|
| 119.7 ± 2.4 | 418. | Teplitskii and Yanson, 1975 | Based on data from 393. to 443. K. |
Gas phase ion energetics data
Go To: Top, Phase change data, 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:
B - John E. Bartmess
| Quantity | Value | Units | Method | Reference | Comment |
|---|---|---|---|---|---|
| Proton affinity (review) | 911.4 | kJ/mol | N/A | Hunter and Lias, 1998 | HL |
| Quantity | Value | Units | Method | Reference | Comment |
| Gas basicity | 880.5 | kJ/mol | N/A | Hunter and Lias, 1998 | HL |
Electron affinity determinations
| EA (eV) | Method | Reference | Comment |
|---|---|---|---|
| 1.40 ± 0.10 | LPES | Li, Chen, et al., 2011 | Stated electron affinity is the Vertical Detachment Energy; B |
References
Go To: Top, Phase change data, 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.
Teplitskii and Yanson, 1975
Teplitskii, A.B.; Yanson, I.K.,
Effect of substituents on the heat of sublimation of nucleic acid nitrogenous bases,
Biofizika, 1975, 20, 189. [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]
Li, Chen, et al., 2011
Li, X.A.; Chen, J.; Bowen, K.H.,
Photoelectron spectroscopic study of the negative ions of 4-thiouracil and 2,4-dithiouracil,
J. Chem. Phys., 2011, 134, 7, 074304, https://doi.org/10.1063/1.3555177
. [all data]
Notes
Go To: Top, Phase change data, Gas phase ion energetics data, References
- Symbols used in this document:
EA Electron affinity ΔsubH Enthalpy of sublimation - Data from NIST Standard Reference Database 69: NIST Chemistry WebBook
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