Quinoline, 8-methyl-
- Formula: C10H9N
- Molecular weight: 143.1852
- IUPAC Standard InChIKey: JRLTTZUODKEYDH-UHFFFAOYSA-N
- CAS Registry Number: 611-32-5
- 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: 8-Methylquinoline
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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 by: Hussein Y. Afeefy, Joel F. Liebman, and Stephen E. Stein
Quantity | Value | Units | Method | Reference | Comment |
---|---|---|---|---|---|
ΔfH°gas | 40.08 ± 0.74 | kcal/mol | Ccb | Ribeiro da Silva, Matos, et al., 1995 |
Phase change 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:
BS - Robert L. Brown and Stephen E. Stein
TRC - Thermodynamics Research Center, NIST Boulder Laboratories, Chris Muzny director
AC - William E. Acree, Jr., James S. Chickos
ALS - Hussein Y. Afeefy, Joel F. Liebman, and Stephen E. Stein
DRB - Donald R. Burgess, Jr.
Quantity | Value | Units | Method | Reference | Comment |
---|---|---|---|---|---|
Tboil | 520.7 | K | N/A | Weast and Grasselli, 1989 | BS |
Tboil | 521.05 | K | N/A | Zegalska, 1968 | Uncertainty assigned by TRC = 0.15 K; TRC |
Tboil | 521.15 | K | N/A | Cooper, Crowne, et al., 1967 | Uncertainty assigned by TRC = 0.7 K; TRC |
Tboil | 519. | K | N/A | Cumper, Redford, et al., 1962 | Uncertainty assigned by TRC = 2. K; TRC |
Tboil | 521.1 | K | N/A | Rampolla and Smyth, 1958 | Uncertainty assigned by TRC = 0.3 K; TRC |
Quantity | Value | Units | Method | Reference | Comment |
Tfus | 246.5 | K | N/A | Zegalska, 1968 | Uncertainty assigned by TRC = 0.2 K; TRC |
Quantity | Value | Units | Method | Reference | Comment |
ΔvapH° | 14.8 ± 0.02 | kcal/mol | IP,EB | Chirico and Steele, 2005 | Based on data from 324. to 553. K.; AC |
ΔvapH° | 15.7 ± 0.45 | kcal/mol | C | Ribeiro da Silva, Matos, et al., 1995 | ALS |
ΔvapH° | 15.7 | kcal/mol | N/A | Ribeiro da Silva, Matos, et al., 1995 | DRB |
ΔvapH° | 15.7 ± 0.45 | kcal/mol | C | Ribeiro da Silva, 1995 | AC |
Reduced pressure boiling point
Tboil (K) | Pressure (atm) | Reference | Comment |
---|---|---|---|
416.2 | 0.045 | Weast and Grasselli, 1989 | BS |
Enthalpy of vaporization
ΔvapH (kcal/mol) | Temperature (K) | Method | Reference | Comment |
---|---|---|---|---|
14.1 ± 0.02 | 340. | IP,EB | Chirico and Steele, 2005 | Based on data from 324. to 553. K.; AC |
13.5 ± 0.02 | 380. | IP,EB | Chirico and Steele, 2005 | Based on data from 324. to 553. K.; AC |
12.9 ± 0.02 | 420. | IP,EB | Chirico and Steele, 2005 | Based on data from 324. to 553. K.; AC |
12.3 ± 0.02 | 460. | IP,EB | Chirico and Steele, 2005 | Based on data from 324. to 553. K.; AC |
11.7 ± 0.05 | 500. | IP,EB | Chirico and Steele, 2005 | Based on data from 324. to 553. K.; AC |
11.0 ± 0.07 | 540. | IP,EB | Chirico and Steele, 2005 | Based on data from 324. to 553. K.; AC |
12.5 | 508. | A,EB | Stephenson and Malanowski, 1987 | Based on data from 493. to 523. K. See also Malanowski, 1961.; AC |
Antoine Equation Parameters
log10(P) = A − (B / (T + C))
P = vapor pressure (atm)
T = temperature (K)
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Temperature (K) | A | B | C | Reference | Comment |
---|---|---|---|---|---|
500.48 to 521.30 | 4.38006 | 1921.712 | -82.303 | Malanowski, 1961, 2 | Coefficents calculated by NIST from author's data. |
Enthalpy of fusion
ΔfusH (kcal/mol) | Temperature (K) | Method | Reference | Comment |
---|---|---|---|---|
2.565 | 246.9 | AC,DSC | Chirico and Steele, 2005 | AC |
IR Spectrum
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 by: NIST Mass Spectrometry Data Center, William E. Wallace, director
Gas Phase Spectrum
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Notice: Concentration information is not available for this spectrum and, therefore, molar absorptivity values cannot be derived.
Additional Data
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Download spectrum in JCAMP-DX format.
Owner | NIST Standard Reference Data Program Collection (C) 2018 copyright by the U.S. Secretary of Commerce on behalf of the United States of America. All rights reserved. |
---|---|
Origin | Sadtler Research Labs Under US-EPA Contract |
State | gas |
Gas Chromatography
Go To: Top, Gas phase thermochemistry data, Phase change data, IR Spectrum, 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, non-polar column, isothermal
Column type | Active phase | Temperature (C) | I | Reference | Comment |
---|---|---|---|---|---|
Capillary | OV-101 | 140. | 1304. | Dmitrikov and Nabivach, 1995 | He |
Capillary | OV-101 | 160. | 1319. | Dmitrikov and Nabivach, 1995 | He |
Capillary | OV-101 | 140. | 1304. | Berlizov, Nabivach, et al., 1987 | N2; Column length: 50. m; Column diameter: 0.22 mm |
Capillary | OV-101 | 160. | 1319. | Berlizov, Nabivach, et al., 1987 | N2; Column length: 50. m; Column diameter: 0.22 mm |
Capillary | OV-101 | 150. | 1304. | Morishita, Morimoto, et al., 1986 | N2; Column length: 20. m; Column diameter: 0.23 mm |
Kovats' RI, polar column, isothermal
Column type | Active phase | Temperature (C) | I | Reference | Comment |
---|---|---|---|---|---|
Capillary | PEG-20M | 140. | 1916. | Dmitrikov and Nabivach, 1995 | He |
Capillary | PEG-20M | 160. | 1943. | Dmitrikov and Nabivach, 1995 | He |
Capillary | PEG-20M | 140. | 1916. | Berlizov, Nabivach, et al., 1987 | N2; Column length: 30. m; Column diameter: 0.25 mm |
Capillary | PEG-20M | 160. | 1943. | Berlizov, Nabivach, et al., 1987 | N2; Column length: 30. m; Column diameter: 0.25 mm |
Capillary | PEG-20M | 140. | 1916. | Buryan, Macák, et al., 1987 | N2; Column length: 30. m; Column diameter: 0.25 mm |
Capillary | PEG-20M | 160. | 1943. | Buryan, Macák, et al., 1987 | N2; Column length: 30. m; Column diameter: 0.25 mm |
Capillary | PEG-20M | 150. | 1926. | Morishita, Morimoto, et al., 1986 | N2; Column length: 20. m; Column diameter: 0.23 mm |
Van Den Dool and Kratz RI, non-polar column, temperature ramp
Column type | Active phase | I | Reference | Comment |
---|---|---|---|---|
Capillary | DB-5 | 1304.5 | Song, Lai, et al., 2003 | 30. m/0.25 mm/0.25 μm, He, 2. K/min; Tstart: 40. C; Tend: 310. C |
Capillary | DB-5 | 1313.9 | Song, Lai, et al., 2003 | 30. m/0.25 mm/0.25 μm, He, 4. K/min; Tstart: 40. C; Tend: 310. C |
Capillary | DB-5 | 1319.5 | Song, Lai, et al., 2003 | 30. m/0.25 mm/0.25 μm, He, 6. K/min; Tstart: 40. C; Tend: 310. C |
Capillary | OV-1 | 1289.5 | Gautzsch and Zinn, 1996 | 8. K/min; Tstart: 35. C; Tend: 300. C |
Capillary | DB-5 | 1304.5 | Lai and Song, 1995 | 30. m/0.25 mm/0.25 μm, He, 2. K/min; Tstart: 40. C; Tend: 310. C |
Capillary | DB-5 | 1313.9 | Lai and Song, 1995 | 30. m/0.25 mm/0.25 μm, He, 4. K/min; Tstart: 40. C; Tend: 310. C |
Capillary | DB-5 | 1319.5 | Lai and Song, 1995 | 30. m/0.25 mm/0.25 μm, He, 6. K/min; Tstart: 40. C; Tend: 310. C |
Normal alkane RI, non-polar column, temperature ramp
Column type | Active phase | I | Reference | Comment |
---|---|---|---|---|
Capillary | Ultra-1 | 1283. | Du, Clery, et al., 2008 | 50. m/0.20 mm/0.33 μm, Helium, 2. K/min, 280. C @ 20. min; Tstart: 50. C |
Capillary | HP-5 | 1323. | Du, Clery, et al., 2008 | 50. m/0.20 mm/0.33 μm, Helium, 10. K/min, 280. C @ 8.5 min; Tstart: 50. C |
Normal alkane RI, non-polar column, custom temperature program
Column type | Active phase | I | Reference | Comment |
---|---|---|---|---|
Packed | SE-30 | 1368. | Xiaoyun, Xiammou, et al., 1991 | Column length: 2. m; Program: not specified |
Normal alkane RI, polar column, temperature ramp
Column type | Active phase | I | Reference | Comment |
---|---|---|---|---|
Capillary | HP-Innowax | 1929. | Du, Clery, et al., 2008 | 50. m/0.20 mm/0.33 μm, Helium, 10. K/min, 250. C @ 6. min; Tstart: 50. C |
Normal alkane RI, polar column, custom temperature program
Column type | Active phase | I | Reference | Comment |
---|---|---|---|---|
Capillary | DB-Wax | 1959. | Peng, Yang, et al., 1991 | Program: not specified |
Lee's RI, non-polar column, temperature ramp
Column type | Active phase | I | Reference | Comment |
---|---|---|---|---|
Capillary | OV-101 | 225.39 | Blanco, Blanco, et al., 1989 | H2, 4. K/min; Column length: 25. m; Column diameter: 0.22 mm; Tstart: 50. C; Tend: 300. C |
Capillary | SE-52 | 225.18 | Vassilaros, Kong, et al., 1982 | 20. m/0.30 mm/0.25 μm, H2, 40. C @ 2. min, 4. K/min; Tend: 265. C |
Capillary | SE-52 | 223.02 | Lee, Vassilaros, et al., 1979 | 12. m/0.3 mm/0.34 μm, He, 2. K/min; Tstart: 50. C; Tend: 250. C |
References
Go To: Top, Gas phase thermochemistry data, Phase change data, IR Spectrum, Gas Chromatography, Notes
Data compilation copyright by the U.S. Secretary of Commerce on behalf of the U.S.A. All rights reserved.
Ribeiro da Silva, Matos, et al., 1995
Ribeiro da Silva, M.A.V.; Matos, M.A.R.; Amaral, L.M.P.F.,
Thermochemical study of 2-,4-,6-, and 8-methylquinoline,
J. Chem. Thermodyn., 1995, 27, 565-574. [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]
Zegalska, 1968
Zegalska, B.,
Liquid-Solid Equilibria in Binary Systems Formed by Quinoline,
Bull. Acad. Pol. Sci., Ser. Sci. Chim., 1968, 16, 335-41. [all data]
Cooper, Crowne, et al., 1967
Cooper, A.R.; Crowne, C.W.P.; Farrell, P.G.,
Gas-Liquid Chromatographic Studies of Electron-Donor-Acceptor Systems,
Trans. Faraday Soc., 1967, 63, 447. [all data]
Cumper, Redford, et al., 1962
Cumper, C.W.N.; Redford, D.G.; Vogel, A.I.,
Physical properties and chemical constitution. The eletric dipole moments of methylquinolines,
J. Chem. Soc., 1962, 1962, 1176. [all data]
Rampolla and Smyth, 1958
Rampolla, R.W.; Smyth, C.P.,
J. Am. Chem. Soc., 1958, 80, 1057. [all data]
Chirico and Steele, 2005
Chirico, R.D.; Steele, W.V.,
Thermodynamic Properties of 2-Methylquinoline and 8-Methylquinoline,
J. Chem. Eng. Data, 2005, 50, 2, 697-708, https://doi.org/10.1021/je049595u
. [all data]
Ribeiro da Silva, 1995
Ribeiro da Silva, M.,
Thermochemical study of 2-, 4-, 6-, and 8-methylquinoline,
The Journal of Chemical Thermodynamics, 1995, 27, 6, 565-574, https://doi.org/10.1006/jcht.1995.0058
. [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]
Malanowski, 1961
Malanowski, S.,
Bull. Acad. Pol. Sci. Ser. Sci. Chim., 1961, 9, 71. [all data]
Malanowski, 1961, 2
Malanowski, S.,
Vapour Pressures and Boiling Temperatures of Some Quinoline Bases,
Bull. Acad. Pol. Sci. Ser. Sci. Chim., 1961, 9, 2, 71-76. [all data]
Dmitrikov and Nabivach, 1995
Dmitrikov, V.P.; Nabivach, V.M.,
Physico-chemical regularities of quinoline bases retention in gas chromatography,
Coke Chem. (Engl. Transl.), 1995, 8, 27-34. [all data]
Berlizov, Nabivach, et al., 1987
Berlizov, Yu.S.; Nabivach, V.M.; Mitrikov, V.P.,
Capillary gas chromatography of alkylquinolines,
Zh. Anal. Khim., 1987, 62, 6, 1119-1124. [all data]
Morishita, Morimoto, et al., 1986
Morishita, F.; Morimoto, S.; Kojima, T.,
Prediction of molecular structures of aza-arenes by retention indices and fluorescence spectra,
J. Hi. Res. Chromatogr. Chromatogr. Comm., 1986, 9, 11, 688-692, https://doi.org/10.1002/jhrc.1240091120
. [all data]
Buryan, Macák, et al., 1987
Buryan, P.; Macák, J.; Triska, J.; Vodicka, L.; Berlizov, Yu.S.; Dmitrikov, V.P.; Nabivach, V.M.,
Kováts retention indices of alkylquinolines on capillary columns,
J. Chromatogr., 1987, 391, 89-96, https://doi.org/10.1016/S0021-9673(01)94307-9
. [all data]
Song, Lai, et al., 2003
Song, C.; Lai, W.-C.; Madhusudan Reddy, K.; Wei, B.,
Chapter 7. Temperature-programmed retention indices for GC and GC-MS of hydrocarbon fuels and simulated distillation GC of heavy oils
in Analytical advances for hydrocarbon research, Hsu,C.S., ed(s)., Kluwer Academic/Plenum Publishers, New York, 2003, 147-193. [all data]
Gautzsch and Zinn, 1996
Gautzsch, R.; Zinn, P.,
Use of incremental models to estimate the retention indexes of aromatic compounds,
Chromatographia, 1996, 43, 3/4, 163-176, https://doi.org/10.1007/BF02292946
. [all data]
Lai and Song, 1995
Lai, W.-C.; Song, C.,
Temperature-programmed retention indices for g.c. and g.c.-m.s. analysis of coal- and petroleum-derived liquid fuels,
Fuel, 1995, 74, 10, 1436-1451, https://doi.org/10.1016/0016-2361(95)00108-H
. [all data]
Du, Clery, et al., 2008
Du, Z.; Clery, R.; Hammond, C.J.,
Volatile organic nitrogen-containing constituents in ambrette seed Abelmoschus moschatus Medik (Malvaceae),
J. Agric. Food Chem., 2008, 56, 16, 7388-7392, https://doi.org/10.1021/jf800958d
. [all data]
Xiaoyun, Xiammou, et al., 1991
Xiaoyun, J.; Xiammou, Z.; Yijian, G.,
Kovats retention indices of some alkylquinolines, alkylisoquinolines, phenylalkyl- and phenoxyalkylpyridines,
Chin, J, Chromatogr., 1991, 9, 3, 187-191. [all data]
Peng, Yang, et al., 1991
Peng, C.T.; Yang, Z.C.; Ding, S.F.,
Prediction of rentention idexes. II. Structure-retention index relationship on polar columns,
J. Chromatogr., 1991, 586, 1, 85-112, https://doi.org/10.1016/0021-9673(91)80028-F
. [all data]
Blanco, Blanco, et al., 1989
Blanco, C.G.; Blanco, J.; Bermejo, J.; Guillen, M.D.,
Capillary gas chromatography of some polycyclic aromatic compounds on several stationary phases,
J. Chromatogr., 1989, 465, 3, 378-385, https://doi.org/10.1016/S0021-9673(01)92675-5
. [all data]
Vassilaros, Kong, et al., 1982
Vassilaros, D.L.; Kong, R.C.; Later, D.W.; Lee, M.L.,
Linear retention index system for polycyclic aromatic compounds. Critical evaluation and additional indices,
J. Chromatogr., 1982, 252, 1-20, https://doi.org/10.1016/S0021-9673(01)88394-1
. [all data]
Lee, Vassilaros, et al., 1979
Lee, M.L.; Vassilaros, D.L.; White, C.M.; Novotny, M.,
Retention Indices for Programmed-Temperature Capillary-Column Gas Chromatography of Polycyclic Aromatic Hydrocarbons,
Anal. Chem., 1979, 51, 6, 768-773, https://doi.org/10.1021/ac50042a043
. [all data]
Notes
Go To: Top, Gas phase thermochemistry data, Phase change data, IR Spectrum, Gas Chromatography, References
- Symbols used in this document:
Tboil Boiling point Tfus Fusion (melting) point ΔfH°gas Enthalpy of formation of gas at standard conditions ΔfusH Enthalpy of fusion ΔvapH Enthalpy of vaporization ΔvapH° Enthalpy of vaporization at standard conditions - Data from NIST Standard Reference Database 69: NIST Chemistry WebBook
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