9H-Carbazole, 9-methyl-
- Formula: C13H11N
- Molecular weight: 181.2331
- IUPAC Standard InChIKey: SDFLTYHTFPTIGX-UHFFFAOYSA-N
- CAS Registry Number: 1484-12-4
- 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: Carbazole, 9-methyl-; N-Methylcarbazole; 9-Methylcarbazole; N-Methyldibenzopyrrole; 9-Methyl-9H-carbazole; NSC 121195
- Permanent link for this species. Use this link for bookmarking this species for future reference.
- Information on this page:
- Other data available:
- Options:
Data at NIST subscription sites:
NIST subscription sites provide data under the NIST Standard Reference Data Program, but require an annual fee to access. The purpose of the fee is to recover costs associated with the development of data collections included in such sites. Your institution may already be a subscriber. Follow the links above to find out more about the data in these sites and their terms of usage.
Gas phase thermochemistry data
Go To: Top, Condensed phase thermochemistry data, Phase change data, Gas Chromatography, 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 | 199.1 ± 0.5 | kJ/mol | Ccr | Steele, Knipmeyer, et al., 1991 | ALS |
ΔfH°gas | 199.2 ± 2.4 | kJ/mol | Ccb | Jimenez, Roux, et al., 1990 | ALS |
ΔfH°gas | 201.0 | kJ/mol | N/A | Good, 1972 | Value computed using ΔfHsolid° value of 105.5±1.0 kj/mol from Good, 1972 and ΔsubH° value of 95.5 kj/mol from Jimenez, Roux, et al., 1990.; DRB |
Condensed phase thermochemistry data
Go To: Top, Gas phase thermochemistry data, Phase change data, Gas Chromatography, 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 | 103.7 ± 2.4 | kJ/mol | Ccb | Jimenez, Roux, et al., 1990 | ALS |
ΔfH°solid | 105.5 ± 1.0 | kJ/mol | Ccb | Good, 1972 | ALS |
Quantity | Value | Units | Method | Reference | Comment |
ΔcH°solid | -6791.4 ± 1.7 | kJ/mol | Ccb | Jimenez, Roux, et al., 1990 | ALS |
ΔcH°solid | -6793.18 ± 0.84 | kJ/mol | Ccb | Good, 1972 | ALS |
Quantity | Value | Units | Method | Reference | Comment |
S°solid,1 bar | 236.05 | J/mol*K | N/A | Callanan, McDermott, et al., 1992 | DH |
S°solid,1 bar | 234.300 | J/mol*K | N/A | Messerly, Todd, et al., 1988 | DH |
S°solid,1 bar | 234.30 | J/mol*K | N/A | Messerly, Todd, et al., 1987 | DH |
S°solid,1 bar | 234.30 | J/mol*K | N/A | Steele, Chirico, et al., 1986 | DH |
Constant pressure heat capacity of solid
Cp,solid (J/mol*K) | Temperature (K) | Reference | Comment |
---|---|---|---|
218.42 | 298.15 | Callanan, McDermott, et al., 1992 | T = 4 to 345 K.; DH |
204.8 | 298.15 | Jimenez, Roux, et al., 1990 | DH |
217.838 | 298.150 | Messerly, Todd, et al., 1988 | T = 10 to 400 K.; DH |
217.84 | 298.15 | Messerly, Todd, et al., 1987 | T = 10 to 400 K.; DH |
217.84 | 298.15 | Steele, Chirico, et al., 1986 | T = 10 to 400 K.; DH |
Phase change data
Go To: Top, Gas phase thermochemistry data, Condensed phase thermochemistry data, Gas Chromatography, 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:
DH - Eugene S. Domalski and Elizabeth D. Hearing
TRC - Thermodynamics Research Center, NIST Boulder Laboratories, Chris Muzny director
AC - William E. Acree, Jr., James S. Chickos
DRB - Donald R. Burgess, Jr.
ALS - Hussein Y. Afeefy, Joel F. Liebman, and Stephen E. Stein
Quantity | Value | Units | Method | Reference | Comment |
---|---|---|---|---|---|
Tfus | 361. ± 4. | K | AVG | N/A | Average of 9 values; Individual data points |
Quantity | Value | Units | Method | Reference | Comment |
Ttriple | 362.480 | K | N/A | Messerly, Todd, et al., 1988, 2 | Uncertainty assigned by TRC = 0.04 K; TRC |
Ttriple | 362.490 | K | N/A | Messerly, Todd, et al., 1988, 2 | Uncertainty assigned by TRC = 0.03 K; TRC |
Quantity | Value | Units | Method | Reference | Comment |
ΔvapH° | 79.5 ± 3.2 | kJ/mol | CGC | Lipkind and Chickos, 2009 | See also Lipkind, Hanshaw, et al., 2009.; AC |
Quantity | Value | Units | Method | Reference | Comment |
ΔsubH° | 95.5 | kJ/mol | N/A | Jimenez, Roux, et al., 1990 | DRB |
ΔsubH° | 95.5 | kJ/mol | N/A | Jimenez, Roux, et al., 1990 | AC |
Enthalpy of vaporization
ΔvapH (kJ/mol) | Temperature (K) | Method | Reference | Comment |
---|---|---|---|---|
73.4 | 400. | EB,IP | Steele, Chirico, et al., 1992 | Based on data from 373. to 673. K.; AC |
70.5 | 440. | EB,IP | Steele, Chirico, et al., 1992 | Based on data from 373. to 673. K.; AC |
67.7 | 480. | EB,IP | Steele, Chirico, et al., 1992 | Based on data from 373. to 673. K.; AC |
65.0 | 520. | EB,IP | Steele, Chirico, et al., 1992 | Based on data from 373. to 673. K.; AC |
62.1 | 560. | EB,IP | Steele, Chirico, et al., 1992 | Based on data from 373. to 673. K.; AC |
59.1 | 600. | EB,IP | Steele, Chirico, et al., 1992 | Based on data from 373. to 673. K.; AC |
55.9 | 640. | EB,IP | Steele, Chirico, et al., 1992 | Based on data from 373. to 673. K.; AC |
74.9 | 366. | GS | Van de Rostyne and Prausnitz, 1980 | Based on data from 348. to 384. K.; AC |
Enthalpy of sublimation
ΔsubH (kJ/mol) | Temperature (K) | Method | Reference | Comment |
---|---|---|---|---|
95.5 ± 0.3 | 95.5 ± 0.3 | V | Jimenez, Roux, et al., 1990 | ALS |
95.0 | 322. | ME | Jimenez, Roux, et al., 1990 | Based on data from 313. to 332. K.; AC |
Enthalpy of fusion
ΔfusH (kJ/mol) | Temperature (K) | Reference | Comment |
---|---|---|---|
17.15371 | 362.490 | Messerly, Todd, et al., 1988 | DH |
17.1538 | 362.490 | Messerly, Todd, et al., 1987 | DH |
17.15 | 362.5 | Domalski and Hearing, 1996 | AC |
Entropy of fusion
ΔfusS (J/mol*K) | Temperature (K) | Reference | Comment |
---|---|---|---|
47.32 | 362.490 | Messerly, Todd, et al., 1988 | DH |
47.32 | 362.490 | Messerly, Todd, et al., 1987 | DH |
Gas Chromatography
Go To: Top, Gas phase thermochemistry data, 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 by: NIST Mass Spectrometry Data Center, William E. Wallace, director
Kovats' RI, polar column, isothermal
Column type | Active phase | Temperature (C) | I | Reference | Comment |
---|---|---|---|---|---|
Packed | PEG-20M | 170. | 2755. | Tibor and Anna, 1971 | N2, Chromosorb W-AW; Column length: 2. m |
Packed | PEG-20M | 190. | 2805. | Tibor and Anna, 1971 | N2, Chromosorb W-AW; Column length: 2. m |
Van Den Dool and Kratz RI, non-polar column, temperature ramp
Column type | Active phase | I | Reference | Comment |
---|---|---|---|---|
Capillary | OV-1 | 1738.8 | Zhang, Shen, et al., 2000 | 25. m/0.2 mm/0.33 μm, 5. K/min; Tstart: 100. C; Tend: 180. C |
Capillary | OV-1 | 1750.2 | Zhang, Shen, et al., 2000 | 25. m/0.2 mm/0.33 μm, 5. K/min; Tstart: 100. C; Tend: 180. C |
References
Go To: Top, Gas phase thermochemistry data, Condensed phase thermochemistry data, Phase change data, Gas Chromatography, Notes
Data compilation copyright by the U.S. Secretary of Commerce on behalf of the U.S.A. All rights reserved.
Steele, Knipmeyer, et al., 1991
Steele, W.V.; Knipmeyer, S.E.; Nguyen, A.; Chirico, R.D.,
Thermodynamic properties of 9-methylcarbazole and 1,2,3,4-tetrahydro-9-methylcarbazole,
Rept. NIPER-520 prepard for USDOE by ITT Res. Instit. Bartlesville, OK. work performed under cooperative agreement No. DE-FC22-83FE60149 (NIPER-520), 1991, 1-45. [all data]
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]
Good, 1972
Good, W.D.,
Enthalpies of combustion of nine organic nitrogen compounds related to petroleum,
J. Chem. Eng. Data, 1972, 17, 28-31. [all data]
Callanan, McDermott, et al., 1992
Callanan, J.E.; McDermott, K.M.; Weir, R.D.; Westrum,
E.F., Comparison of heat capacities measured by adiabatic calorimetry and by scanning calorimetry: thermodynamic properties of 9-methylcarbazole at temperatures between 4 K and 345 K,
J. Chem. Thermodynam., 1992, 24, 233-243. [all data]
Messerly, Todd, et al., 1988
Messerly, J.F.; Todd, S.S.; Finke, H.L.; Good, W.D.; Gammon, B.E.,
Condensed-phase heat-capacity studies and derived thermodynamic properties for six cyclic nitrogen compounds,
J. Chem. Thermodynam., 1988, 20, 209-224. [all data]
Messerly, Todd, et al., 1987
Messerly, J.F.; Todd, S.S.; Finke, H.L.; Gammon, B.E.,
Thermodynamic properties of organic nitrogen compounds that occur in shale oil and heavy petroleum-topical report,
NIPER Report, 1987, 83, 37p. [all data]
Steele, Chirico, et al., 1986
Steele, W.V.; Chirico, R.D.; Collier, W.B.; Hossenlopp, I.A.; Nguyen, A.; Strube, M.M.,
Thermochemical and thermophysical properties of organic nitrogen compounds found in fossil materials,
NIPER Report, 1986, 188, 112p. [all data]
Messerly, Todd, et al., 1988, 2
Messerly, J.F.; Todd, s.S.; Finke, H.L.; Good, W.D.; Gammon, B.E.,
Condensed-phase heat-capacity studies and derived thermodynamic properties for six cyclic nitrogen compounds,
J. Chem. Thermodyn., 1988, 20, 209. [all data]
Lipkind and Chickos, 2009
Lipkind, D.; Chickos, J.S.,
, Abstract from 38th Great Lakes Regional Meeting of the American Chemical Society, May 13-16, Chicago, IL, 2009, GLRM-275. [all data]
Lipkind, Hanshaw, et al., 2009
Lipkind, Dmitri; Hanshaw, William; Chickos, James S.,
Hypothetical Thermodynamic Properties. Subcooled Vaporization Enthalpies and Vapor Pressures of Polyaromatic Heterocycles and Related Compounds,
J. Chem. Eng. Data, 2009, 54, 10, 2930-2943, https://doi.org/10.1021/je900034d
. [all data]
Steele, Chirico, et al., 1992
Steele, W.V.; Chirico, R.D.; Knipmeyer, S.E.; Nguyen, A.,
The thermodynamic properties of 9-methylcarbazole and of 1,2,3,4-tetrahydro-9-methylcarbzaole,
J. Chem. Thermodyn., 1992, 24, 245-271. [all data]
Van de Rostyne and Prausnitz, 1980
Van de Rostyne, Catherine; Prausnitz, John M.,
Vapor pressures of some nitrogen-containing, coal-derived liquids,
J. Chem. Eng. Data, 1980, 25, 1, 1-3, https://doi.org/10.1021/je60084a008
. [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]
Tibor and Anna, 1971
Tibor, T.; Anna, B.,
Gázkromatográfiás retenció és a kémiai szerkezet, I.,
Magy. Kem. Foly., 1971, 77, 576-587. [all data]
Zhang, Shen, et al., 2000
Zhang, M.-J.; Shen, S.-D.; Chen, S.-Y.; Sun, Y.-H.,
Analysis of heavy oil fractions in high-temperature coal tar by capillary gas chromatography/fourier transform infrared spectrometry,
Chin. J. Chromatogr., 2000, 18, 3, 241-246. [all data]
Notes
Go To: Top, Gas phase thermochemistry data, Condensed phase thermochemistry data, Phase change data, Gas Chromatography, 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) Tfus Fusion (melting) point Ttriple Triple point temperature 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 ΔfusS Entropy of fusion ΔsubH Enthalpy of sublimation ΔsubH° Enthalpy of sublimation at standard conditions ΔvapH Enthalpy of vaporization ΔvapH° Enthalpy of vaporization at standard conditions - Data from NIST Standard Reference Database 69: NIST Chemistry WebBook
- The National Institute of Standards and Technology (NIST) uses its best efforts to deliver a high quality copy of the Database and to verify that the data contained therein have been selected on the basis of sound scientific judgment. However, NIST makes no warranties to that effect, and NIST shall not be liable for any damage that may result from errors or omissions in the Database.
- Customer support for NIST Standard Reference Data products.