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Quinoline

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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
Deltafgas47.925kcal/molCcrSteele, Archer, et al., 1988 

Condensed 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
DH - Eugene S. Domalski and Elizabeth D. Hearing

Quantity Value Units Method Reference Comment
Deltafliquid33.75 ± 0.22kcal/molCcrSteele, Archer, et al., 1988ALS
Quantity Value Units Method Reference Comment
Deltacliquid-1119.3 ± 0.2kcal/molCcrSteele, Archer, et al., 1988ALS
Quantity Value Units Method Reference Comment
liquid52.514cal/mol*KN/ASteele, Archer, et al., 1988DH
liquid52.507cal/mol*KN/ASteele, Chirico, et al., 1986DH
liquid51.89cal/mol*KN/AParks, Todd, et al., 1936Extrapolation below 90 K, 54.94 J/mol*K.; DH

Constant pressure heat capacity of liquid

Cp,liquid (cal/mol*K) Temperature (K) Reference Comment
46.580298.15Steele, Archer, et al., 1988T = 5 to 500 K.; DH
46.582298.15Steele, Chirico, et al., 1986T = 6 to 450 K.; DH
48.71298.Tschamler and Krischai, 1951DH
47.610298.1Parks, Todd, et al., 1936T = 90 to 300 K.; DH
46.10302.5de Kolossowsky and Udowenko, 1934DH
46.10302.4Kolosovskii and Udovenko, 1934DH
39.29290.Radulescu and Jula, 1934DH
45.51283.Bramley, 1916Mean value, 0 to 20°C.; DH

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, Kenneth Kroenlein director
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
CAL - James S. Chickos, William E. Acree, Jr., Joel F. Liebman, Students of Chem 202 (Introduction to the Literature of Chemistry), University of Missouri -- St. Louis

Quantity Value Units Method Reference Comment
Tboil511. ± 2.KAVGN/AAverage of 18 values; Individual data points
Quantity Value Units Method Reference Comment
Tfus256. ± 6.KAVGN/AAverage of 19 values; Individual data points
Quantity Value Units Method Reference Comment
Ttriple258.360KN/ASteele, Archer, et al., 1988, 2Crystal phase 1 phase; Uncertainty assigned by TRC = 0.002 K; TRC
Quantity Value Units Method Reference Comment
Tc782.15KN/AAmbrose, 1963Uncertainty assigned by TRC = 3. K; TRC
Tc800.15KN/AGlaser and Ruland, 1957Uncertainty assigned by TRC = 3. K; TRC
Tc793.55KN/ALivingston, Morgan, et al., 1908Uncertainty assigned by TRC = 10. K; calculation based on extrap. of density and surface tension; TRC
Quantity Value Units Method Reference Comment
Pc57.04atmN/AGlaser and Ruland, 1957Uncertainty assigned by TRC = 3.0000 atm; TRC
Quantity Value Units Method Reference Comment
Deltavap14.18 ± 0.048kcal/molVSteele, Archer, et al., 1988ALS
Deltavap14.2kcal/molN/ASteele, Archer, et al., 1988DRB
Deltavap13.9kcal/molGSVan de Rostyne and Prausnitz, 1980Based on data from 286. - 309. K.; AC
Deltavap11.34kcal/molCGlaser and Ruland, 1957ALS

Reduced pressure boiling point

Tboil (K) Pressure (atm) Reference Comment
387.20.022Weast and Grasselli, 1989BS

Enthalpy of vaporization

DeltavapH (kcal/mol) Temperature (K) Method Reference Comment
11.2588.DSCBack, Grzyll, et al., 1996Based on data from 573. - 668. K.; AC
11.1519.N/ALee, Chen, et al., 1992Based on data from 504. - 616. K.; AC
13.8 ± 0.02320.IP,EBSteele, Archer, et al., 1988Based on data from 298. - 559. K.; AC
13.3 ± 0.02360.IP,EBSteele, Archer, et al., 1988Based on data from 298. - 559. K.; AC
12.7 ± 0.02400.IP,EBSteele, Archer, et al., 1988Based on data from 298. - 559. K.; AC
12.1 ± 0.02440.IP,EBSteele, Archer, et al., 1988Based on data from 298. - 559. K.; AC
11.6 ± 0.05480.IP,EBSteele, Archer, et al., 1988Based on data from 298. - 559. K.; AC
11.0 ± 0.07520.IP,EBSteele, Archer, et al., 1988Based on data from 298. - 559. K.; AC
11.0478.AStephenson and Malanowski, 1987Based on data from 463. - 794. K.; AC
11.8448.EBStephenson and Malanowski, 1987Based on data from 433. - 511. 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
437.82 - 511.093.934721667.104-87.085Malanowski, 1961, 2Coefficents calculated by NIST from author's data.

Enthalpy of fusion

DeltafusH (kcal/mol) Temperature (K) Reference Comment
2.5631257.93Mastrangelo, 1957DH
2.548258.4Domalski and Hearing, 1996AC
2.5810258.4Parks, Todd, et al., 1936DH

Entropy of fusion

DeltafusS (cal/mol*K) Temperature (K) Reference Comment
9.988258.4Parks, Todd, et al., 1936DH

Entropy of fusion

DeltafusS (cal/mol*K) Temperature (K) Reference Comment
0.074220.Domalski and Hearing, 1996CAL
9.864258.4

Temperature of phase transition

Ttrs (K) Initial Phase Final Phase Reference Comment
220.093crystaline, IIcrystaline, ISteele, Chirico, et al., 1986DH
258.369crystaline, IliquidSteele, Chirico, et al., 1986DH
290.liquidliquidJalabert, Robert, et al., 1990DH

Enthalpy of phase transition

DeltaHtrs (kcal/mol) Temperature (K) Initial Phase Final Phase Reference Comment
0.01630220.000crystaline, IIcrystaline, ISteele, Archer, et al., 1988DH
2.548495258.369crystaline, IliquidSteele, Archer, et al., 1988DH

Entropy of phase transition

DeltaStrs (cal/mol*K) Temperature (K) Initial Phase Final Phase Reference Comment
0.0741220.000crystaline, IIcrystaline, ISteele, Archer, et al., 1988DH
9.864258.369crystaline, IliquidSteele, Archer, et al., 1988DH

In addition to the Thermodynamics Research Center (TRC) data available from this site, much more physical and chemical property data is available from the following TRC products:


Reaction thermochemistry data

Go To: Top, Gas phase thermochemistry data, Condensed phase thermochemistry data, Phase change data, IR Spectrum, Mass spectrum (electron ionization), 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: 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

quinolinide anion + Hydrogen cation = Quinoline

By formula: C9H6N- + H+ = C9H7N

Quantity Value Units Method Reference Comment
Deltar385.6 ± 2.0kcal/molTDEqMeot-ner, Liebman, et al., 1988gas phase; anchored to 88MEO scale, not the "87 acidity scale". The Kiefer, Zhang, et al., 1997 BDE is for ortho.
Quantity Value Units Method Reference Comment
Deltar376.9 ± 2.0kcal/molTDEqMeot-ner, Liebman, et al., 1988gas phase; anchored to 88MEO scale, not the "87 acidity scale". The Kiefer, Zhang, et al., 1997 BDE is for ortho.

IR Spectrum

Go To: Top, Gas phase thermochemistry data, Condensed phase thermochemistry data, Phase change data, Reaction thermochemistry data, Mass spectrum (electron ionization), 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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IR 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

This IR spectrum is from the NIST/EPA Gas-Phase Infrared Database .


Mass spectrum (electron ionization)

Go To: Top, Gas phase thermochemistry data, Condensed phase thermochemistry data, Phase change data, Reaction thermochemistry 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

Spectrum

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Mass spectrum
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Additional Data

View image of digitized spectrum (can be printed in landscape orientation).

View spectrum image in SVG format.

Download spectrum in JCAMP-DX format.

Owner NIST Mass Spectrometry Data Center
Collection (C) 2014 copyright by the U.S. Secretary of Commerce
on behalf of the United States of America. All rights reserved.
Origin NIST Mass Spectrometry Data Center, 1998.
NIST MS number 291454

All mass spectra in this site (plus many more) are available from the NIST/EPA/NIH Mass Spectral Library. Please see the following for information about the library and its accompanying search program.


References

Go To: Top, Gas phase thermochemistry data, Condensed phase thermochemistry data, Phase change data, Reaction thermochemistry data, IR Spectrum, Mass spectrum (electron ionization), Notes

Data compilation copyright by the U.S. Secretary of Commerce on behalf of the U.S.A. All rights reserved.

Steele, Archer, et al., 1988
Steele, W.V.; Archer, D.G.; Chirico, R.D.; Collier, W.B.; Hossenlopp, I.A.; Nguyen, A.; Smith, N.K.; Gammon, B.E., The thermodynamic properties of quinoline and isoquinoline, J. Chem. Thermodyn., 1988, 20, 1233-1264. [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]

Parks, Todd, et al., 1936
Parks, G.S.; Todd, S.S.; Moore, W.A., Thermal data on organic compounds. XVI. Some heat capacity, entropy and free energy data for typical benzene derivatives and heterocyclic compounds, J. Am. Chem. Soc., 1936, 58, 398-401. [all data]

Tschamler and Krischai, 1951
Tschamler, H.; Krischai, H., Chinolin-m-Kresol, ein stark negatives System, Monatsh. Chem., 1951, 82, 259-270. [all data]

de Kolossowsky and Udowenko, 1934
de Kolossowsky, N.; Udowenko, W.W., Determination des chaleurs specifiques des liquides, Compt. rend., 1934, 198, 1394-1395. [all data]

Kolosovskii and Udovenko, 1934
Kolosovskii, N.A.; Udovenko, W.W., Specific heat of liquids. II., Zhur. Obshchei Khim., 1934, 4, 1027-1033. [all data]

Radulescu and Jula, 1934
Radulescu, D.; Jula, O., Beiträge zur Bestimmung der Abstufung der Polarität des Aminstickstoffes in den organischen Verbindungen, Z. Phys. Chem., 1934, B26, 390-393. [all data]

Bramley, 1916
Bramley, A., The study of binary mixtures. Part IV. Heats of reaction and specific heats, J. Chem. Soc. (London), 1916, 109, 496-515. [all data]

Steele, Archer, et al., 1988, 2
Steele, W.V.; Archer, D.G.; Chirico, R.D.; Collier, W.B.; Hossenlopp, I.A.; Nguyen, A.; Smith, N.K.; Gammon, B.E., The thermodynamic properties of quinoline and isoquinoline, J. Chem. Thermodyn., 1988, 20, 1233-64. [all data]

Ambrose, 1963
Ambrose, D., Critical Temperatures of Some Phenols and Other Organic Compounds, Trans. Faraday Soc., 1963, 59, 1988. [all data]

Glaser and Ruland, 1957
Glaser, F.; Ruland, H., Untersuchungsen über dampfdruckkurven und kritische daten einiger technisch wichtiger organischer substanzen, Chem. Ing. Techn., 1957, 29, 772. [all data]

Livingston, Morgan, et al., 1908
Livingston, J.; Morgan, R.; Higgins, E., The Weight of Falling Drops and Tate's Laws. Determination of Molecular Weights and Critical Temp. of Liquids Using Drop Weights: II., Z. Phys. Chem., Stoechiom. Verwandtschaftsl., 1908, 64, 170. [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]

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]

Back, Grzyll, et al., 1996
Back, Dwight D.; Grzyll, Lawrence R.; Corrigan, Mary, DSC enthalpy of vaporization measurements of high temperature two-phase working fluids, Thermochimica Acta, 1996, 272, 53-63, https://doi.org/10.1016/0040-6031(95)02615-0 . [all data]

Lee, Chen, et al., 1992
Lee, Chang Ha; Chen, Quen; Mohamed, Rahoma S.; Holder, Gerald D., Vapor-liquid equilibria in the system of toluene/aniline, aniline/naphthalene, and naphthalene/quinoline, J. Chem. Eng. Data, 1992, 37, 2, 179-183, https://doi.org/10.1021/je00006a011 . [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]

Mastrangelo, 1957
Mastrangelo, S.V.R., Adiabatic calorimeter for determination of cryoscopic data, Anal. Chem., 1957, 29(5), 841-845. [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]

Jalabert, Robert, et al., 1990
Jalabert, D.; Robert, J.B.; Roux-Buisson, H., Comportment anormal en temperature de la quinline liquide, Calorim. Anal. Therm., 1990, 20-21, 441-447. [all data]

Meot-ner, Liebman, et al., 1988
Meot-ner, M.; Liebman, J.F.; Kafafi, S.A., Ionic Probes of Aromaticity in Annelated Rings, J. Am. Chem. Soc., 1988, 110, 18, 5937, https://doi.org/10.1021/ja00226a001 . [all data]

Kiefer, Zhang, et al., 1997
Kiefer, J.H.; Zhang, Q.; Kern, R.D.; Yao, J.; Jursic, B., Pyrolysis of Aromatic Azines: Pyrazine, Pyrimidine, and Pyridine, J. Phys. Chem. A, 1997, 101, 38, 7061, https://doi.org/10.1021/jp970211z . [all data]


Notes

Go To: Top, Gas phase thermochemistry data, Condensed phase thermochemistry data, Phase change data, Reaction thermochemistry data, IR Spectrum, Mass spectrum (electron ionization), References