Carbazole
- Formula: C12H9N
- Molecular weight: 167.2066
- 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
The 3d structure may be viewed using Java or Javascript. - 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
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 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 | 205.0 ± 3.0 | kJ/mol | Ccb | Jimenez, Roux, et al., 1990 | ALS |
ΔfH°gas | 209.6 ± 3.5 | kJ/mol | Ccr | Sabbah and Antipine, 1987 | ALS |
ΔfH°gas | 222.9 | kJ/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 |
Phase change data
Go To: Top, Gas 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:
BS - Robert L. Brown and Stephen E. Stein
AC - William E. Acree, Jr., James S. Chickos
ALS - Hussein Y. Afeefy, Joel F. Liebman, and Stephen E. Stein
DRB - Donald R. Burgess, Jr.
DH - Eugene S. Domalski and Elizabeth D. Hearing
Quantity | Value | Units | Method | Reference | Comment |
---|---|---|---|---|---|
Tboil | 628.2 | K | N/A | Weast and Grasselli, 1989 | BS |
Quantity | Value | Units | Method | Reference | Comment |
ΔsubH° | 102. ± 8. | kJ/mol | AVG | N/A | Average of 7 values; Individual data points |
Reduced pressure boiling point
Tboil (K) | Pressure (bar) | Reference | Comment |
---|---|---|---|
473.2 | 0.196 | Weast and Grasselli, 1989 | BS |
Enthalpy of vaporization
ΔvapH (kJ/mol) | Temperature (K) | Method | Reference | Comment |
---|---|---|---|---|
65.7 | 540. | A | Stephenson and Malanowski, 1987 | Based on data from 525. to 631. K. See also Senseman and Nelson, 1923 and Boublik, Fried, et al., 1984.; AC |
63.3 | 525. | N/A | Sivaraman, Martin, et al., 1983 | AC |
61.8 | 565. | N/A | Sivaraman, Martin, et al., 1983 | AC |
60.8 | 605. | N/A | Sivaraman, Martin, et al., 1983 | AC |
66. | 532. | N/A | Mortimer and Murphy, 1923 | Based on data from 517. to 624. K. See also Boublik, Fried, et al., 1984.; AC |
Antoine Equation Parameters
log10(P) = A − (B / (T + C))
P = vapor pressure (bar)
T = temperature (K)
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Temperature (K) | A | B | C | Reference | Comment |
---|---|---|---|---|---|
525.76 to 630.86 | 4.15037 | 2122.231 | -115.853 | Senseman and Nelson, 1923 | Coefficents calculated by NIST from author's data. |
Enthalpy of sublimation
ΔsubH (kJ/mol) | Temperature (K) | Method | Reference | Comment |
---|---|---|---|---|
101.2 ± 1.1 | 355. | ME | Jimenez, Roux, et al., 1990 | Based on data from 346. to 364. K.; AC |
Enthalpy of fusion
ΔfusH (kJ/mol) | Temperature (K) | Method | Reference | Comment |
---|---|---|---|---|
27.080 | 518.33 | N/A | Sabbah and El Watik, 1992 | DH |
27.200 | 521.1 | N/A | Radomska and Radomski, 1980 | DH |
26.9 | 518.7 | DSC | Lisicki and Jamróz, 2000 | AC |
27.2 | 516. | N/A | Domalski and Hearing, 1996 | AC |
Entropy of fusion
ΔfusS (J/mol*K) | Temperature (K) | Reference | Comment |
---|---|---|---|
52.19 | 521.1 | Radomska and Radomski, 1980 | DH |
References
Go To: Top, Gas 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.
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]
Weast and Grasselli, 1989
CRC Handbook of Data on Organic Compounds, 2nd Editon, Weast,R.C and Grasselli, J.G., ed(s)., CRC Press, Inc., Boca Raton, FL, 1989, 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]
Senseman and Nelson, 1923
Senseman, C.E.; Nelson, O.A.,
Vapor Pressures of Carbazol, Observed and Calculated.,
Ind. Eng. Chem., 1923, 15, 4, 382-383, https://doi.org/10.1021/ie50160a026
. [all data]
Boublik, Fried, et al., 1984
Boublik, T.; Fried, V.; Hala, E.,
The Vapour Pressures of Pure Substances: Selected Values of the Temperature Dependence of the Vapour Pressures of Some Pure Substances in the Normal and Low Pressure Region, 2nd ed., Elsevier, New York, 1984, 972. [all data]
Sivaraman, Martin, et al., 1983
Sivaraman, A.; Martin, R.J.; Kobayashi, Riki,
A versatile apparatus to study the vapor pressures and heats of vaporization of carbazole, 9-fluorenone and 9-hydroxyfluorene at elevated temperatures,
Fluid Phase Equilibria, 1983, 12, 1-2, 175-188, https://doi.org/10.1016/0378-3812(83)85019-5
. [all data]
Mortimer and Murphy, 1923
Mortimer, F. Spencer.; Murphy, Ray v.,
The Vapor Pressures of Some Substances Found in Coal Tar.,
Ind. Eng. Chem., 1923, 15, 11, 1140-1142, https://doi.org/10.1021/ie50167a012
. [all data]
Sabbah and El Watik, 1992
Sabbah, R.; El Watik, L.,
New reference materials for the calibration (temperature and energy) of differential thermal analysers and scanning calorimeters,
J. Therm. Anal., 1992, 38(4), 855-863. [all data]
Radomska and Radomski, 1980
Radomska, M.; Radomski, R.,
Calorimetric studies of binary systems of 1,3,5-trinitrobenzene with naphthalene, anthracene, and carbazole. I. Phase transitions and heat capacities of the pure components and charge-transfer complexes,
Thermochim. Acta, 1980, 40, 405-414. [all data]
Lisicki and Jamróz, 2000
Lisicki, Zygmunt; Jamróz, Malgorzata E.,
(Solid + liquid) equilibria in (polynuclear aromatic+ tertiary amide) systems,
The Journal of Chemical Thermodynamics, 2000, 32, 10, 1335-1353, https://doi.org/10.1006/jcht.2000.0685
. [all data]
Domalski and Hearing, 1996
Domalski, Eugene S.; Hearing, Elizabeth D.,
Heat Capacities and Entropies of Organic Compounds in the Condensed Phase. Volume III,
J. Phys. Chem. Ref. Data, 1996, 25, 1, 1, https://doi.org/10.1063/1.555985
. [all data]
Notes
Go To: Top, Gas phase thermochemistry data, Phase change data, References
- Symbols used in this document:
Tboil Boiling point ΔfH°gas Enthalpy of formation of gas at standard conditions ΔfusH Enthalpy of fusion ΔfusS Entropy of fusion ΔsubH Enthalpy of sublimation ΔsubH° Enthalpy of sublimation at standard conditions ΔvapH Enthalpy of vaporization - Data from NIST Standard Reference Database 69: NIST Chemistry WebBook
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