Benzo[c]cinnoline
- Formula: C12H8N2
- Molecular weight: 180.2053
- IUPAC Standard InChI: InChI=1S/C12H8N2/c1-3-7-11-9(5-1)10-6-2-4-8-12(10)14-13-11/h1-8H
- IUPAC Standard InChIKey: SWJXWSAKHXBQSY-UHFFFAOYSA-N
- CAS Registry Number: 230-17-1
- 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: 9,10-Diazaphenanthrene; Diphenylenazone; Phenazone; Phenazone (three-ring system); 2,2'-Azobiphenyl; 3,4-Benzocinnoline; 5,6-Phenanthroline; o-Diphenyleneazine; 5,6-Diazaphenanthrene; NSC 86935
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Gas phase thermochemistry data
Go To: Top, Condensed phase thermochemistry data, 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 compiled as indicated in comments:
ALS - Hussein Y. Afeefy, Joel F. Liebman, and Stephen E. Stein
DRB - Donald R. Burgess, Jr.
| Quantity | Value | Units | Method | Reference | Comment |
|---|---|---|---|---|---|
| ΔfH°gas | 376.0 ± 4.9 | kJ/mol | Ccb | Hussein and Akasheh, 1985 | ALS |
| ΔfH°gas | 391.7 | kJ/mol | N/A | Schulze, Petrick, et al., 1977 | Value computed using ΔfHsolid° value of 295.1 kj/mol from Schulze, Petrick, et al., 1977 and ΔsubH° value of 96.6 kj/mol from Hussein and Akasheh, 1985.; DRB |
Condensed phase thermochemistry data
Go To: Top, Gas phase thermochemistry data, 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 compiled by: Hussein Y. Afeefy, Joel F. Liebman, and Stephen E. Stein
| Quantity | Value | Units | Method | Reference | Comment |
|---|---|---|---|---|---|
| ΔfH°solid | 279.4 ± 4.0 | kJ/mol | Ccb | Hussein and Akasheh, 1985 | |
| ΔfH°solid | 295.1 | kJ/mol | Ccb | Schulze, Petrick, et al., 1977 | |
| Quantity | Value | Units | Method | Reference | Comment |
| ΔcH°solid | -6144.8 ± 3.8 | kJ/mol | Ccb | Hussein and Akasheh, 1985 | |
| ΔcH°solid | -6160.5 ± 1.7 | kJ/mol | Ccb | Schulze, Petrick, et al., 1977 |
Phase change data
Go To: Top, Gas phase thermochemistry data, 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 as indicated in comments:
ALS - Hussein Y. Afeefy, Joel F. Liebman, and Stephen E. Stein
DRB - Donald R. Burgess, Jr.
AC - William E. Acree, Jr., James S. Chickos
DH - Eugene S. Domalski and Elizabeth D. Hearing
| Quantity | Value | Units | Method | Reference | Comment |
|---|---|---|---|---|---|
| ΔsubH° | 96.55 ± 0.90 | kJ/mol | C | Hussein and Akasheh, 1985 | ALS |
| ΔsubH° | 96.6 | kJ/mol | N/A | Hussein and Akasheh, 1985 | DRB |
| ΔsubH° | 101.68 ± 0.18 | kJ/mol | V | Schulze, Petrick, et al., 1977 | ALS |
Enthalpy of sublimation
| ΔsubH (kJ/mol) | Temperature (K) | Method | Reference | Comment |
|---|---|---|---|---|
| 101.7 ± 0.2 | 340. | ME | Schulte, Petrick, et al., 1977 | Based on data from 320. to 360. K. See also Stephenson and Malanowski, 1987.; AC |
Enthalpy of fusion
| ΔfusH (kJ/mol) | Temperature (K) | Method | Reference | Comment |
|---|---|---|---|---|
| 20.900 | 429. | N/A | Schulze, Petrick, et al., 1977 | DH |
| 20.92 | 432.2 | DTA | Schulte, Petrick, et al., 1977 | AC |
References
Go To: Top, Gas phase thermochemistry data, Condensed phase thermochemistry data, Phase change data, Notes
Data compilation copyright by the U.S. Secretary of Commerce on behalf of the U.S.A. All rights reserved.
Hussein and Akasheh, 1985
Hussein, A.; Akasheh, T.S.,
Heat of combustion of heterocyclic compounds. Part II.,
Dirasat - Univ. Jordan, 1985, 12, 65-72. [all data]
Schulze, Petrick, et al., 1977
Schulze, F.W.; Petrick, H.J.; Cammenga, H.K.,
Thermodynamic properties of structural analogues benzo[c]cinnoline, trans-azobenzene, and cis-azobenzene,
Z. Phys. Chem. (Neue Folge), 1977, 107, 1-19. [all data]
Schulte, Petrick, et al., 1977
Schulte, F.W.; Petrick, H.-J.; Cammenga, H.K.; Klinge, H.,
Z. Phys. Chem. (Frankfurt), 1977, 107, 1. [all data]
Stephenson and Malanowski, 1987
Stephenson, Richard M.; Malanowski, Stanislaw,
Handbook of the Thermodynamics of Organic Compounds, 1987, https://doi.org/10.1007/978-94-009-3173-2
. [all data]
Notes
Go To: Top, Gas phase thermochemistry data, Condensed phase thermochemistry data, Phase change data, References
- Symbols used in this document:
ΔcH°solid Enthalpy of combustion of solid at standard conditions ΔfH°gas Enthalpy of formation of gas at standard conditions ΔfH°solid Enthalpy of formation of solid at standard conditions ΔfusH Enthalpy of fusion ΔsubH Enthalpy of sublimation ΔsubH° Enthalpy of sublimation at standard conditions - Data from NIST Standard Reference Database 69: NIST Chemistry WebBook
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