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
View 3d structure (requires JavaScript / HTML 5) - 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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Gas 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:
DRB - Donald R. Burgess, Jr.
ALS - Hussein Y. Afeefy, Joel F. Liebman, and Stephen E. Stein
| Quantity | Value | Units | Method | Reference | Comment |
|---|---|---|---|---|---|
| ΔfH°gas | 88.03 | kcal/mol | N/A | Rabinovich, Karyakin, et al., 1984 | Value computed using ΔfHsolid° value of 281.4±1.9 kj/mol from Rabinovich, Karyakin, et al., 1984 and ΔsubH° value of 86.9 kj/mol from Rabinovich, Karyakin, et al., 1984.; DRB |
| ΔfH°gas | 87.83 ± 0.45 | kcal/mol | Ccb | Sato-Toshima, Sakiyama, et al., 1980 | ALS |
| ΔfH°gas | 86.52 | kcal/mol | N/A | Salley and Gray, 1951 | Value computed using ΔfHsolid° value of 275.1 kj/mol from Salley and Gray, 1951 and ΔsubH° value of 86.9 kj/mol from Salley and Gray, 1951.; DRB |
Gas Chromatography
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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: NIST Mass Spectrometry Data Center, William E. Wallace, director
Normal alkane RI, non-polar column, temperature ramp
| Column type | Active phase | I | Reference | Comment |
|---|---|---|---|---|
| Capillary | ZB-5 | 1304. | Kluchinsky, Sheely, et al., 2002 | 30. m/0.25 mm/0.25 μm, He, 10. K/min, 200. C @ 2. min; Tstart: 40. C |
References
Go To: Top, Gas phase thermochemistry data, Gas Chromatography, 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]
Kluchinsky, Sheely, et al., 2002
Kluchinsky, T.A., Jr.; Sheely, M.V.; Savage, P.B.; Smith, P.A.,
Formation of 2-chlorobenzylidenemalononitrile (CS riot control agent) thermal degradation products at elevated temperatures,
J. Chromatogr. A, 2002, 952, 1-2, 205-213, https://doi.org/10.1016/S0021-9673(02)00096-1
. [all data]
Notes
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- Symbols used in this document:
ΔfH°gas Enthalpy of formation of gas at standard conditions - Data from NIST Standard Reference Database 69: NIST Chemistry WebBook
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