Acridine

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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
Δfgas273.9 ± 2.3kJ/molCcrSteele, Chirico, et al., 1989 

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
Δfsolid179.4 ± 1.0kJ/molCcrSteele, Chirico, et al., 1989ALS
Quantity Value Units Method Reference Comment
Δcsolid-6581.3 ± 0.9kJ/molCcrSteele, Chirico, et al., 1989ALS
Δcsolid-6602.8 ± 6.7kJ/molCcbWillis, 1947Reanalyzed by Cox and Pilcher, 1970, Original value = -6601.5 ± 6.7 kJ/mol; ALS
Quantity Value Units Method Reference Comment
solid,1 bar208.03J/mol*KN/ASteele, Chirico, et al., 1989DH
solid,1 bar208.03J/mol*KN/ASteele, Chirico, et al., 1988DH
solid,1 bar208.00J/mol*KN/ASteele, Chirico, et al., 1986DH

Constant pressure heat capacity of solid

Cp,solid (J/mol*K) Temperature (K) Reference Comment
205.07298.15Steele, Chirico, et al., 1989T = 5 to 500 K.; DH
205.07298.15Steele, Chirico, et al., 1988T = 5 to 500 K.; DH
204.98298.15Steele, Chirico, et al., 1986T = 6 to 450 K.; 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
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
ALS - Hussein Y. Afeefy, Joel F. Liebman, and Stephen E. Stein
DRB - Donald R. Burgess, Jr.

Quantity Value Units Method Reference Comment
Tboil618.7KN/AWeast and Grasselli, 1989BS
Quantity Value Units Method Reference Comment
Tfus383. ± 2.KAVGN/AAverage of 15 out of 16 values; Individual data points
Quantity Value Units Method Reference Comment
Ttriple383.24KN/ASteele, Chirico, et al., 1989, 2Uncertainty assigned by TRC = 0.01 K; extrapolation of T-1/f, IPTS-68; TRC
Quantity Value Units Method Reference Comment
Δsub93. ± 3.kJ/molAVGN/AAverage of 7 values; Individual data points

Enthalpy of vaporization

ΔvapH (kJ/mol) Temperature (K) Method Reference Comment
71.5 ± 0.2400.IPM,EBSteele, Chirico, et al., 1989Based on data from 383. to 637. K.; AC
68.9 ± 0.1440.IPM,EBSteele, Chirico, et al., 1989Based on data from 383. to 637. K.; AC
66.4 ± 0.1480.IPM,EBSteele, Chirico, et al., 1989Based on data from 383. to 637. K.; AC
63.8 ± 0.1520.IPM,EBSteele, Chirico, et al., 1989Based on data from 383. to 637. K.; AC
61.3 ± 0.2560.IPM,EBSteele, Chirico, et al., 1989Based on data from 383. to 637. K.; AC
66.2417.AStephenson and Malanowski, 1987Based on data from 402. to 619. K. See also Stull, 1947.; AC
62.9465.N/ASivaraman and Kobayashi, 1983Based on data from 423. to 621. K.; AC
62.1515.N/ASivaraman and Kobayashi, 1983Based on data from 423. to 621. K.; AC
61.5595.N/ASivaraman and Kobayashi, 1983Based on data from 423. to 621. K.; 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
402.6 to 619.4.845132805.33-39.349Stull, 1947Coefficents calculated by NIST from author's data.

Enthalpy of sublimation

ΔsubH (kJ/mol) Temperature (K) Method Reference Comment
86.0430.TGALebedev, Chironov, et al., 1998AC
89.5 ± 0.2333.CSabbah, Tabet, et al., 1994AC
92.6295.N/AStephenson and Malanowski, 1987Based on data from 280. to 328. K.; AC
92. ± 3.281.2VMcEachern, Sandoval, et al., 1975Hfusion=4.44±0.09 kcal/mol; ALS
91.6 ± 2.5290.LEMcEachern, Sandoval, et al., 1975Based on data from 281. to 298. K.; AC

Enthalpy of fusion

ΔfusH (kJ/mol) Temperature (K) Method Reference Comment
20.682383.242N/ASteele, Chirico, et al., 1989DH
20.682383.242N/ASteele, Chirico, et al., 1988DH
18.58383.2DSCMcEachern, Sandoval, et al., 1975AC

Entropy of fusion

ΔfusS (J/mol*K) Temperature (K) Reference Comment
53.97383.242Steele, Chirico, et al., 1989DH
53.97383.242Steele, Chirico, 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, Gas phase ion energetics 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: Hussein Y. Afeefy, Joel F. Liebman, and Stephen E. Stein

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

Hydrogen + Acridine = Acridine, 9,10-dihydro-

By formula: H2 + C13H9N = C13H11N

Quantity Value Units Method Reference Comment
Δr75.3kJ/molCmJackman and Packham, 1957liquid phase; solvent: bis-2-Ethoxyethyl ether

Gas phase ion energetics 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 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
B - John E. Bartmess

View reactions leading to C13H9N+ (ion structure unspecified)

Quantity Value Units Method Reference Comment
IE (evaluated)7.8eVN/AN/AL
Quantity Value Units Method Reference Comment
Proton affinity (review)972.6kJ/molN/AHunter and Lias, 1998HL
Quantity Value Units Method Reference Comment
Gas basicity940.7kJ/molN/AHunter and Lias, 1998HL

Electron affinity determinations

EA (eV) Method Reference Comment
0.896 ± 0.010LPESKokubo, Ando, et al., 2004B
0.91 ± 0.10IMREDillow and Kebarle, 1989ΔGea(423 K) = -20.3 kcal/mol; ΔSea =-1.5, taken as that of anthracene, from Kebarle and Chowdhury, 1987.9-aza-anthrancene; B

Ionization energy determinations

IE (eV) Method Reference Comment
7.39CTSSlifkin and Allison, 1967RDSH
8.0 ± 0.1CTSFarrell and Newton, 1966RDSH
8.04CTSKinoshita, 1962RDSH
7.8PITerenin, 1961RDSH
8.13 ± 0.02PEMaier, Muller, et al., 1975Vertical value; LLK
7.85PEJongsma, Vermeer, et al., 1975Vertical value; LLK
7.88 ± 0.02PEHush, Cheung, et al., 1975Vertical value; LLK

References

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

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

Steele, Chirico, et al., 1989
Steele, W.V.; Chirico, R.D.; Hossenlopp, I.A.; Nguyen, A.; Smith, N.K.; Gammon, B.E., The thermodynamic properties of the five benzoquinolines, J. Chem. Thermodyn., 1989, 21, 81-107. [all data]

Willis, 1947
Willis, J.B., The heats of combustion of some organic bases and their salts. The resonance energies of acridine and phenazine, Trans. Faraday Soc., 1947, 43, 97-102. [all data]

Cox and Pilcher, 1970
Cox, J.D.; Pilcher, G., Thermochemistry of Organic and Organometallic Compounds, Academic Press, New York, 1970, 1-636. [all data]

Steele, Chirico, et al., 1988
Steele, W.V.; Chirico, R.D.; Hossenlopp, I.A.; Nguyen, A., The thermodynamic properties of the five benzoquinolines, NIPER Report, 1988, 337, 59p. [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]

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]

Steele, Chirico, et al., 1989, 2
Steele, W.V.; Chirico, R.D.; Hossenlopp, I.A.; Nguyen, A.; Smith, N.K.; Gammon, B.E., The thermodynamic properties of the five benzoquinolines, J. Chem. Thermodyn., 1989, 21, 81. [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]

Stull, 1947
Stull, Daniel R., Vapor Pressure of Pure Substances. Organic and Inorganic Compounds, Ind. Eng. Chem., 1947, 39, 4, 517-540, https://doi.org/10.1021/ie50448a022 . [all data]

Sivaraman and Kobayashi, 1983
Sivaraman, Alwarappa; Kobayashi, Riki, Vapor pressures and enthalpies of vaporization of thianthrene, acridine, and 9-methylanthracene at elevated temperatures, The Journal of Chemical Thermodynamics, 1983, 15, 12, 1127-1135, https://doi.org/10.1016/0021-9614(83)90003-4 . [all data]

Lebedev, Chironov, et al., 1998
Lebedev, V.P.; Chironov, V.V.; Vorob'eva, V.P.; Matyushin, Yu.N., Energy of the dissociation of the bond N-NO in methylnitrosohydrazine, Khim. Fiz., 1998, 17, 9, 54. [all data]

Sabbah, Tabet, et al., 1994
Sabbah, R.; Tabet, D.; Belaadi, S., Etude thermodynamique de l'acridine, Thermochim. Acta, 1994, 247, 201-207. [all data]

McEachern, Sandoval, et al., 1975
McEachern, D.M.; Sandoval, O.; Iniguez, J.C., Vapor pressures, derived enthalpies of sublimation, enthalpies of fusion, and resonance energies of acridine and phenazine, J. Chem. Thermodyn., 1975, 7, 299-306. [all data]

Jackman and Packham, 1957
Jackman, L.M.; Packham, D.I., The experimental resonance energy of acridine, Proc. Chem. Soc., London, 1957, 349-350. [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]

Kokubo, Ando, et al., 2004
Kokubo, S.; Ando, N.; Koyasu, K.; Mitsui, M.; Nakajima, A., Negative ion photoelectron spectroscopy of acridine molecular anion and its monohydrate, J. Chem. Phys., 2004, 121, 22, 11112-11117, https://doi.org/10.1063/1.1818132 . [all data]

Dillow and Kebarle, 1989
Dillow, G.W.; Kebarle, P., Electron Affinities of aza-substituted polycyclic aromatic hydrocarbons, Can. J. Chem., 1989, 67, 10, 1628, https://doi.org/10.1139/v89-249 . [all data]

Kebarle and Chowdhury, 1987
Kebarle, P.; Chowdhury, S., Electron affinities and electron transfer reactions, Chem. Rev., 1987, 87, 513. [all data]

Slifkin and Allison, 1967
Slifkin, M.A.; Allison, A.C., Measurement of ionization potentials from contact charge transfer spectra, Nature, 1967, 215, 949. [all data]

Farrell and Newton, 1966
Farrell, P.G.; Newton, J., Ionization potentials of primary aromatic amines and aza-hydrocarbons, Tetrahedron Lett., 1966, 5517. [all data]

Kinoshita, 1962
Kinoshita, M., The absorption spectra of the molecular complexes of aromatic compounds with p-bromanil, Bull. Chem. Soc. Japan, 1962, 35, 1609. [all data]

Terenin, 1961
Terenin, A., Charge transfer in organic solids, induced by light, Proc. Chem. Soc., London, 1961, 321. [all data]

Maier, Muller, et al., 1975
Maier, J.P.; Muller, J.-F.; Kubota, T.; Yamakawa, M., 183. Ionisation energies and the electronic structures of the N-oxides of azanaphthalenes and azaanthracenes, Helv. Chim. Acta, 1975, 58, 1641. [all data]

Jongsma, Vermeer, et al., 1975
Jongsma, C.; Vermeer, H.; Bickelhaupt, F.; Schafer, W.; Schweig, A., 10-methyl-9-phosphaanthracene, Tetrahedron, 1975, 31, 2931. [all data]

Hush, Cheung, et al., 1975
Hush, N.S.; Cheung, A.S.; Hilton, P.R., Binding energies of π- and "lone pair"-levels in mono- and diaza-phenanthrenes and anthracenes: an He(I) photoelectron spectroscopic study, J. Electron Spectrosc. Relat. Phenom., 1975, 7, 385. [all data]


Notes

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