Carbazole
- Formula: C12H9N
- Molecular weight: 167.2066
- IUPAC Standard InChI: InChI=1S/C12H9N/c1-3-7-11-9(5-1)10-6-2-4-8-12(10)13-11/h1-8,13H
- IUPAC Standard InChIKey: UJOBWOGCFQCDNV-UHFFFAOYSA-N
- CAS Registry Number: 86-74-8
- 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: 9H-Carbazole; Dibenzopyrrole; Dibenzo[b,d]pyrrole; Diphenylenimine; 9-Azafluorene; Diphenylenimide; Diphenyleneimine; USAF EK-600; SKF 20091; NSC 3498
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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:
ALS - Hussein Y. Afeefy, Joel F. Liebman, and Stephen E. Stein
DRB - Donald R. Burgess, Jr.
| Quantity | Value | Units | Method | Reference | Comment |
|---|---|---|---|---|---|
| ΔfH°gas | 49.00 ± 0.72 | kcal/mol | Ccb | Jimenez, Roux, et al., 1990 | ALS |
| ΔfH°gas | 50.10 ± 0.84 | kcal/mol | Ccr | Sabbah and Antipine, 1987 | ALS |
| ΔfH°gas | 53.27 | kcal/mol | N/A | Tavernier and Lamouroux, 1957 | Value computed using ΔfHsolid° value of 125.1±3.6 kj/mol from Tavernier and Lamouroux, 1957 and ΔsubH° value of 97.8 kj/mol from Tavernier and Lamouroux, 1957.; DRB |
Reaction 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 by: John E. Bartmess
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
C12H8N- + =
By formula: C12H8N- + H+ = C12H9N
| Quantity | Value | Units | Method | Reference | Comment |
|---|---|---|---|---|---|
| ΔrH° | 345.1 ± 2.1 | kcal/mol | G+TS | Taft and Bordwell, 1988 | gas phase |
| ΔrH° | 335.5 ± 5.0 | kcal/mol | EIAE | Muftakhov, Vasil'ev, et al., 1999 | gas phase |
| Quantity | Value | Units | Method | Reference | Comment |
| ΔrG° | 337.4 ± 2.0 | kcal/mol | IMRE | Taft and Bordwell, 1988 | gas phase |
References
Go To: Top, Gas 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.
Jimenez, Roux, et al., 1990
Jimenez, P.; Roux, M.V.; Turrion, C.,
Thermochemical properties of N-heterocyclic compounds. III. Enthalpies of combustion, vapour pressures and enthalpies of sublimation, and enthalpies of formation of 9H-carbazole, 9-methylcarbazole, and 9-ethylcarbazole,
J. Chem. Thermodyn., 1990, 22, 721-726. [all data]
Sabbah and Antipine, 1987
Sabbah, R.; Antipine, I.,
Thermodynamic study on four polycycles. Relationship between their energy values and their structure,
Bull. Soc. Chim. Fr., 1987, 392-400. [all data]
Tavernier and Lamouroux, 1957
Tavernier, P.; Lamouroux, M.,
Determinations calorimetriques relatives a vingt et une substances organiques,
Mem. Poudres, 1957, 39, 335-356. [all data]
Taft and Bordwell, 1988
Taft, R.W.; Bordwell, F.G.,
Structural and Solvent Effects Evaluated from Acidities Measured in Dimethyl Sulfoxide and in the Gas Phase,
Acc. Chem. Res., 1988, 21, 12, 463, https://doi.org/10.1021/ar00156a005
. [all data]
Muftakhov, Vasil'ev, et al., 1999
Muftakhov, M.V.; Vasil'ev, Y.V.; Khatymov, R.V.; Mazunov, V.A.; Takhistov, V.V.; Travkin, O.V.; Yakovleva, E.V.,
Thermochemistry of negatively charged ions. II. Energetics of formation of negative ions from acridanone and some of its derivatives,
Rapid Commun. Mass Spectrom., 1999, 13, 10, 912-923, https://doi.org/10.1002/(SICI)1097-0231(19990530)13:10<912::AID-RCM585>3.0.CO;2-W
. [all data]
Notes
Go To: Top, Gas phase thermochemistry data, Reaction thermochemistry data, References
- Symbols used in this document:
ΔfH°gas Enthalpy of formation of gas at standard conditions ΔrG° Free energy of reaction at standard conditions ΔrH° Enthalpy of reaction at standard conditions - Data from NIST Standard Reference Database 69: NIST Chemistry WebBook
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