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Isoquinoline

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Gas phase thermochemistry data

Go To: Top, Condensed phase thermochemistry data, Phase change data, Gas phase ion energetics data, IR Spectrum, Mass spectrum (electron ionization), UV/Visible 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 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
Deltafgas204.61kJ/molCcrSteele, Archer, et al., 1988Hfusion=13.54 kJ/mol; ALS
Deltafgas204.0kJ/molN/AGood, 1972Value computed using «DELTA»fHliquid° value of 144.5±0.8 kj/mol from Good, 1972 and «DELTA»vapH° value of 59.5 kj/mol from Steele, Archer, et al., 1988.; DRB

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
Deltafliquid145.10 ± 0.88kJ/molCcrSteele, Archer, et al., 1988Hfusion=13.54 kJ/mol; ALS
Deltafliquid144.5 ± 0.84kJ/molCcbGood, 1972Reanalyzed by Pedley, Naylor, et al., 1986, Original value = 145.1 ± 0.88 kJ/mol; ALS
Quantity Value Units Method Reference Comment
Deltacliquid-4686.46 ± 0.75kJ/molCcrSteele, Archer, et al., 1988Hfusion=13.54 kJ/mol; ALS
Deltacliquid-4686.46 ± 0.75kJ/molCcbGood, 1972ALS
Quantity Value Units Method Reference Comment
liquid215.98J/mol*KN/ASteele, Archer, et al., 1988DH
Quantity Value Units Method Reference Comment
solid,1 bar171.06J/mol*KN/ASteele, Chirico, et al., 1986DH

Constant pressure heat capacity of liquid

Cp,liquid (J/mol*K) Temperature (K) Reference Comment
196.16298.15Steele, Archer, et al., 1988T = 5 to 500 K. Values calculated from graphically extrapolated heat capacity values.; DH

Constant pressure heat capacity of solid

Cp,solid (J/mol*K) Temperature (K) Reference Comment
177.68298.15Steele, Chirico, et al., 1986T = 10 to 400 K.; DH

Phase change data

Go To: Top, Gas phase thermochemistry data, Condensed phase thermochemistry data, Gas phase ion energetics data, IR Spectrum, Mass spectrum (electron ionization), UV/Visible 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 as indicated in comments:
BS - Robert L. Brown and Stephen E. Stein
TRC - Thermodynamics Research Center, NIST Boulder Laboratories, Chris Muzny, director
DRB - Donald R. Burgess, Jr.
AC - William E. Acree, Jr., James S. Chickos
DH - Eugene S. Domalski and Elizabeth D. Hearing

Quantity Value Units Method Reference Comment
Tboil515. ± 2.KAVGN/AAverage of 8 values; Individual data points
Quantity Value Units Method Reference Comment
Tfus297. ± 3.KAVGN/AAverage of 9 values; Individual data points
Quantity Value Units Method Reference Comment
Ttriple299.62KN/ASteele, Archer, et al., 1988, 2Crystal phase 1 phase; Uncertainty assigned by TRC = 0.03 K; TRC
Quantity Value Units Method Reference Comment
Tc803.15KN/AAmbrose, 1963Uncertainty assigned by TRC = 7.5 K; TRC
Quantity Value Units Method Reference Comment
Deltavap59.5kJ/molN/ASteele, Archer, et al., 1988DRB

Reduced pressure boiling point

Tboil (K) Pressure (bar) Reference Comment
415.20.053Weast and Grasselli, 1989BS

Enthalpy of vaporization

DeltavapH (kJ/mol) Temperature (K) Method Reference Comment
58.9 ± 0.1320.IP,EBSteele, Archer, et al., 1988Based on data from 313. - 566. K.; AC
56.4 ± 0.1360.IP,EBSteele, Archer, et al., 1988Based on data from 313. - 566. K.; AC
54.1 ± 0.1400.IP,EBSteele, Archer, et al., 1988Based on data from 313. - 566. K.; AC
51.7 ± 0.1440.IP,EBSteele, Archer, et al., 1988Based on data from 313. - 566. K.; AC
49.4 ± 0.2480.IP,EBSteele, Archer, et al., 1988Based on data from 313. - 566. K.; AC
47.0 ± 0.3520.IP,EBSteele, Archer, et al., 1988Based on data from 313. - 566. K.; AC
51.0454.A,EBStephenson and Malanowski, 1987Based on data from 439. - 517. K. See also Malanowski, 1961.; 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
439.93 - 516.93.995061693.807-91.852Malanowski, 1961, 2Coefficents calculated by NIST from author's data.

Enthalpy of fusion

DeltafusH (kJ/mol) Temperature (K) Reference Comment
13.54299.6Domalski and Hearing, 1996AC

Temperature of phase transition

Ttrs (K) Initial Phase Final Phase Reference Comment
219.600crystaline, IIIcrystaline, IISteele, Chirico, et al., 1986DH
275.000crystaline, IIcrystaline, ISteele, Chirico, et al., 1986DH
299.616crystaline, IliquidSteele, Chirico, et al., 1986DH

Enthalpy of phase transition

DeltaHtrs (kJ/mol) Temperature (K) Initial Phase Final Phase Reference Comment
0.00221.000crystaline, IIIcrystaline, IISteele, Archer, et al., 1988DH
0.00275.000crystaline, IIcrystaline, ISteele, Archer, et al., 1988DH
13.54417299.620crystaline, IliquidSteele, Archer, et al., 1988DH

Entropy of phase transition

DeltaStrs (J/mol*K) Temperature (K) Initial Phase Final Phase Reference Comment
45.20299.620crystaline, 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:


Gas phase ion energetics data

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

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

Data evaluated as indicated in comments:
HL - Edward P. Hunter and Sharon G. Lias
L - Sharon G. Lias

Data compiled as indicated in comments:
LLK - Sharon G. Lias, Rhoda D. Levin, and Sherif A. Kafafi
RDSH - Henry M. Rosenstock, Keith Draxl, Bruce W. Steiner, and John T. Herron

View reactions leading to C9H7N+ (ion structure unspecified)

Quantity Value Units Method Reference Comment
IE (evaluated)8.53 ± 0.02eVN/AN/AL
Quantity Value Units Method Reference Comment
Proton affinity (review)951.7kJ/molN/AHunter and Lias, 1998HL
Quantity Value Units Method Reference Comment
Gas basicity919.9kJ/molN/AHunter and Lias, 1998HL

Ionization energy determinations

IE (eV) Method Reference Comment
8.50PESchafer, Schweig, et al., 1975LLK
8.50PEBrogli, Heilbronner, et al., 1972LLK
8.54PEDewar and Worley, 1969RDSH
8.55 ± 0.02PIYencha and El-Sayed, 1968RDSH
8.53 ± 0.05PEEland and Danby, 1968RDSH
8.54PEVan Den Ham and Van Der Meer, 1972Vertical value; LLK

IR Spectrum

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Data compiled by: Coblentz Society, Inc.

Data compiled by: NIST Mass Spectrometry Data Center, William E. Wallace, director


Mass spectrum (electron ionization)

Go To: Top, Gas phase thermochemistry data, Condensed phase thermochemistry data, Phase change data, Gas phase ion energetics data, IR Spectrum, UV/Visible 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

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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 Japan AIST/NIMC Database- Spectrum MS-NW-8686
NIST MS number 227937

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.


UV/Visible spectrum

Go To: Top, Gas phase thermochemistry data, Condensed phase thermochemistry data, Phase change data, Gas phase ion energetics 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: Victor Talrose, Eugeny B. Stern, Antonina A. Goncharova, Natalia A. Messineva, Natalia V. Trusova, Margarita V. Efimkina

Spectrum

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UVVis spectrum
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Additional Data

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Source Coppens, Gillet, et al., 1962
Owner INEP CP RAS, NIST OSRD
Collection (C) 2007 copyright by the U.S. Secretary of Commerce
on behalf of the United States of America. All rights reserved.
Origin INSTITUTE OF ENERGY PROBLEMS OF CHEMICAL PHYSICS, RAS
Source reference RAS UV No. 277
Instrument n.i.g.
Melting point 26.47
Boiling point 243.2

References

Go To: Top, Gas phase thermochemistry data, Condensed phase thermochemistry data, Phase change data, Gas phase ion energetics data, IR Spectrum, Mass spectrum (electron ionization), UV/Visible spectrum, 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]

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]

Pedley, Naylor, et al., 1986
Pedley, J.B.; Naylor, R.D.; Kirby, S.P., Thermochemical Data of Organic Compounds, Chapman and Hall, New York, 1986, 1-792. [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]

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]

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]

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]

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]

Hunter and Lias, 1998
Hunter, E.P.; Lias, S.G., Evaluated Gas Phase Basicities and Proton Affinities of Molecules: An Update, J. Phys. Chem. Ref. Data, 1998, 27, 3, 413-656, https://doi.org/10.1063/1.556018 . [all data]

Schafer, Schweig, et al., 1975
Schafer, W.; Schweig, A.; Vermeer, H.; Bickel-haupt, F.; De Graaf, H., On the nature of the "free electron pair" on phosphorus in aromatic phosphorus compounds: the photoelectron spectrum of 2-phosphanaphthalene, J. Electron Spectrosc. Relat. Phenom., 1975, 6, 91. [all data]

Brogli, Heilbronner, et al., 1972
Brogli, F.; Heilbronner, E.; Kobayashi, T., Photoelectron spectra of azabenzenes and azanaphthalenes: II. A reinvestigation of azanaphthalenes by high-resolution photoelectron spectroscopy, Helv. Chim. Acta, 1972, 55, 274. [all data]

Dewar and Worley, 1969
Dewar, M.J.S.; Worley, S.D., Photoelectron spectra of molecules. II.The ionization potentials of azabenzenes and azanaphthalenes, J. Chem. Phys., 1969, 51, 263. [all data]

Yencha and El-Sayed, 1968
Yencha, A.J.; El-Sayed, M.A., Lowest ionization potentials of some nitrogen heterocyclics, J. Chem. Phys., 1968, 48, 3469. [all data]

Eland and Danby, 1968
Eland, J.H.D.; Danby, C.J., Inner ionization potentials of aromatic compounds, Z. Naturforsch., 1968, 23a, 355. [all data]

Van Den Ham and Van Der Meer, 1972
Van Den Ham, D.M.W.; Van Der Meer, D., Perfluoro effect in the photoelectron spectra of quinoline and isoquinoline, Chem. Phys. Lett., 1972, 15, 549. [all data]

Coppens, Gillet, et al., 1962
Coppens, G.; Gillet, C.; Nasielski, J.; Donckt, E.V., Proprietes physico-chimiques de composes a caractere aromatique. IV. Influence de la polarite des solvants sur les transitions N-V et n-«pi»* de quelques derives monoaza-aromatiques, Spectrochim. Acta, 1962, 18, 1441-1453. [all data]


Notes

Go To: Top, Gas phase thermochemistry data, Condensed phase thermochemistry data, Phase change data, Gas phase ion energetics data, IR Spectrum, Mass spectrum (electron ionization), UV/Visible spectrum, References