1,2-Benzenedicarbonitrile
- Formula: C8H4N2
- Molecular weight: 128.1308
- IUPAC Standard InChI: InChI=1S/C8H4N2/c9-5-7-3-1-2-4-8(7)6-10/h1-4H
- IUPAC Standard InChIKey: XQZYPMVTSDWCCE-UHFFFAOYSA-N
- CAS Registry Number: 91-15-6
- 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: Phthalonitrile; o-Benzenedicarbonitrile; o-Cyanobenzonitrile; o-Dicyanobenzene; Phthalodinitrile; 1,2-Dicyanobenzene; o-Phthalodinitrile; o-PDN; Phthalic acid dinitrile; USAF ND-09; 1,2-Benzodinitrile; 1,2-Benzendikarbonitril; Ftalodinitril; Ftalonitril; o-Benzenedinitrile; NSC 17562
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Condensed phase thermochemistry 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 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 | 67.26 ± 0.45 | kcal/mol | Ccb | Rabinovich, Karyakin, et al., 1984 | Heat of combustion is not reported; ALS |
| ΔfH°solid | 67.07 ± 0.29 | kcal/mol | Ccb | Sato-Toshima, Sakiyama, et al., 1980 | ALS |
| ΔfH°solid | 65.76 | kcal/mol | Ccb | Salley and Gray, 1951 | correction of Salley and Gray, 1948; ALS |
| Quantity | Value | Units | Method | Reference | Comment |
| ΔcH°solid | -956.11 ± 0.16 | kcal/mol | Ccb | Sato-Toshima, Sakiyama, et al., 1980 | ALS |
| ΔcH°solid | -954.81 | kcal/mol | Ccb | Salley and Gray, 1951 | correction of Salley and Gray, 1948; ALS |
| Quantity | Value | Units | Method | Reference | Comment |
| S°solid,1 bar | 45.98 | cal/mol*K | N/A | Rabinovich, Karyakin, et al., 1984, 2 | DH |
| S°solid,1 bar | 45.98 | cal/mol*K | N/A | Karyakin, Shvetsova, et al., 1982 | DH |
Constant pressure heat capacity of solid
| Cp,solid (cal/mol*K) | Temperature (K) | Reference | Comment |
|---|---|---|---|
| 38.55 | 298.15 | Rabinovich, Karyakin, et al., 1984, 2 | T = 13 to 500 K.; DH |
| 38.55 | 298.15 | Karyakin, Shvetsova, et al., 1982 | T = 13 to 480 K.; DH |
References
Go To: Top, Condensed phase thermochemistry data, Notes
Data compilation copyright by the U.S. Secretary of Commerce on behalf of the U.S.A. All rights reserved.
Rabinovich, Karyakin, et al., 1984
Rabinovich, I.B.; Karyakin, N.V.; Dzharimova, E.S.; Siling, S.A.; Ponomarev, I.I.; Vinogradova, S.V.,
Thermodynamics of condensation of phthalonitrile with m-phenylenediamine,
Bull. Acad. Sci. USSR, Div. Chem. Sci., 1984, 716-723. [all data]
Sato-Toshima, Sakiyama, et al., 1980
Sato-Toshima, T.; Sakiyama, M.; Seki, S.,
Thermochemical estimation of destabilization energies of 1,2-, 1,3-, and 1,4-dicyanobenzenes due to interactions between substituents. Appendix: Dipole moments in solution of the dicyanobenzenes,
Bull. Chem. Soc. Jpn., 1980, 53, 2762-2767. [all data]
Salley and Gray, 1951
Salley, D.J.; Gray, J.B.,
Heats of combustion of some organic nitrogen compounds,
J. Am. Chem. Soc., 1951, 73, 5925. [all data]
Salley and Gray, 1948
Salley, D.J.; Gray, J.B.,
Heats of combustion of some organic nitrogen compounds,
J. Am. Chem. Soc., 1948, 70, 2650-2653. [all data]
Rabinovich, Karyakin, et al., 1984, 2
Rabinovich, I.B.; Karyakin, N.V.; Dzharimova, E.S.; Siling, S.A.; Ponomarev, I.I.; Vinogradova, S.V.,
Thermodynamics of the condensation of o-phthalic acid dinitrile with m-phenylenediamine, Izv. Akad. Nauk SSSR,
Ser. Khim., 1984, (4), 779-787. [all data]
Karyakin, Shvetsova, et al., 1982
Karyakin, N.V.; Shvetsova, K.G.; Dzharimova, E.S.,
Thermodynamic properties of o-phthalic acid dinitrile, 1982, Termodin. [all data]
Notes
Go To: Top, Condensed phase 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 - Data from NIST Standard Reference Database 69: NIST Chemistry WebBook
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