9,10-Anthracenedione

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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 as indicated in comments:
ALS - Hussein Y. Afeefy, Joel F. Liebman, and Stephen E. Stein
GT - Glushko Thermocenter, Russian Academy of Sciences, Moscow

Quantity Value Units Method Reference Comment
Δfgas-18.1 ± 0.69kcal/molCcbRibeiro Da Silva, Ribeiro Da Silva, et al., 1989ALS

Constant pressure heat capacity of gas

Cp,gas (cal/mol*K) Temperature (K) Reference Comment
18.62100.Singh S.N., 1969Comparison with values estimated by difference method [ Dorofeeva O.V., 1997] supposes that selected value of S(298.15 K) can be underestimated by 20 J/mol*K. Uncertainty of Cp(298.15 K) is evaluated as 10 J/mol*K.; GT
32.206200.
47.271298.15
47.569300.
62.185400.
74.833500.
85.031600.
92.923700.
99.809800.
105.23900.
109.771000.
113.521100.
116.631200.
119.381300.
121.681400.
123.371500.

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
Δfsolid-45.05 ± 0.67kcal/molCcbRibeiro Da Silva, Ribeiro Da Silva, et al., 1989ALS
Quantity Value Units Method Reference Comment
Δcsolid-1544.9 ± 0.50kcal/molCcbRibeiro Da Silva, Ribeiro Da Silva, et al., 1989Corresponding Δfsolid = -45.05 kcal/mol (simple calculation by NIST; no Washburn corrections); ALS
Δcsolid-1540.278kcal/molCcbMagnus, 1956Corresponding Δfsolid = -49.698 kcal/mol (simple calculation by NIST; no Washburn corrections); ALS
Δcsolid-1546.1kcal/molCcbBurriel, 1931Corresponding Δfsolid = -43.9 kcal/mol (simple calculation by NIST; no Washburn corrections); ALS
Δcsolid-1544.5kcal/molCcbSwietoslawski and Starczedska, 1925Corresponding Δfsolid = -45.5 kcal/mol (simple calculation by NIST; no Washburn corrections); ALS

Constant pressure heat capacity of solid

Cp,solid (cal/mol*K) Temperature (K) Reference Comment
57.41298.15Hildebrand, Duschak, et al., 1917T = 293 to 593 K. From heat content data.; 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, 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
DH - Eugene S. Domalski and Elizabeth D. Hearing

Quantity Value Units Method Reference Comment
Tboil653.2KN/AAldrich Chemical Company Inc., 1990BS
Tboil650.KN/ABurriel, 1931, 2Uncertainty assigned by TRC = 0.3 K; TRC
Quantity Value Units Method Reference Comment
Tfus558. ± 2.KAVGN/AAverage of 10 values; Individual data points
Quantity Value Units Method Reference Comment
Δsub27. ± 4.kcal/molAVGN/AAverage of 8 values; Individual data points

Enthalpy of vaporization

ΔvapH (kcal/mol) Temperature (K) Method Reference Comment
15.4574.AStephenson and Malanowski, 1987Based on data from 559. to 660. K.; 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
463. to 653.12.69075970.529-291.767Stull, 1947Coefficents calculated by NIST from author's data.

Enthalpy of sublimation

ΔsubH (kcal/mol) Temperature (K) Method Reference Comment
23.5413.GSNISHIDA, ISHIHARA, et al., 2008Based on data from 373. to 453. K. See also Nishida, Ishihara, et al., 1978.; AC
25.7 ± 0.2434.MEBardi, Gigli, et al., 1973AC
25.8 ± 0.2397. to 471.MEBardi, Gigli, et al., 1973AC
30.35 ± 0.72470. to 590.CBeech and Lintonbon, 1971AC
30.21373.MEHoyer and Peperle, 1958Based on data from 343. to 403. K. See also Stephenson and Malanowski, 1987.; AC
25.00367.MEInokuchi, Shiba, et al., 1952AC

Enthalpy of fusion

ΔfusH (kcal/mol) Temperature (K) Reference Comment
7.784558.Domalski and Hearing, 1996AC
7.7844555.Hildebrand, Duschak, et al., 1917DH

Entropy of fusion

ΔfusS (cal/mol*K) Temperature (K) Reference Comment
14.0555.Hildebrand, Duschak, et al., 1917DH

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

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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:
L - Sharon G. Lias

Data compiled as indicated in comments:
LBLHLM - Sharon G. Lias, John E. Bartmess, Joel F. Liebman, John L. Holmes, Rhoda D. Levin, and W. Gary Mallard
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

Quantity Value Units Method Reference Comment
IE (evaluated)9.25 ± 0.12eVN/AN/AL

Electron affinity determinations

EA (eV) Method Reference Comment
1.591 ± 0.061TDEqHeinis, Chowdhury, et al., 1988ΔGea(423 K) = -35.4 kcal/mol; ΔSea = -2.9 eu.; B
1.15 ± 0.10SIPage and Goode, 1969The Magnetron method, lacking mass analysis, is not considered reliable.; B

Ionization energy determinations

IE (eV) Method Reference Comment
9.0PEGleiter, Dobler, et al., 1987LBLHLM
9.25PELauer, Schafer, et al., 1975LLK
9.40 ± 0.08EIZaretskii, Sadovskaya, et al., 1971LLK
9.25 ± 0.03PIPotapov and Sorokin, 1971LLK
9.3PITerenin, 1961RDSH

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)

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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: 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 Chemical Concepts
NIST MS number 152564

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UV/Visible spectrum

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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: 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 Rigaudy, Cauquis, et al., 1961
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. 351
Instrument n.i.g.
Melting point 286
Boiling point 377

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.

Ribeiro Da Silva, Ribeiro Da Silva, et al., 1989
Ribeiro Da Silva, M.A.V.; Ribeiro Da Silva, D.M.C.; Teixeira, J.A.S., Enthalpies of combustion of 1,4-naphthoquinone, 9,10-anthraquinone, 9,10-phenanthraquinone, 1,4,9,10-anthradiquinone, 5,8-dihydroxy-1,4-naphthoquinone, and 1,4-dihydroxy-9,10-anthraquinone, J. Chem. Thermodyn., 1989, 21, 265-274. [all data]

Singh S.N., 1969
Singh S.N., Thermodynamic properties of some condensed ring quinones, Indian J. Pure Appl. Phys., 1969, 7, 52-53. [all data]

Dorofeeva O.V., 1997
Dorofeeva O.V., Unpublished results. Thermocenter of Russian Academy of Science, Moscow, 1997. [all data]

Magnus, 1956
Magnus, A., Die resonanzenergien der parachinone Aui grund der prazisionsmessungsen ihrer verbrennungswarmen durch herrn gerhard wittwer, Z. Phys. Chem. (Neue Folge), 1956, 9, 141-161. [all data]

Burriel, 1931
Burriel, F., 7. Estudio fisico-quimico de algunos compuestos organicos solidos a la temperatura ordinaria, que se proponen como patrones de temperatura, An. R. Soc. Esp. Fis. Quim., 1931, 29, 89-125. [all data]

Swietoslawski and Starczedska, 1925
Swietoslawski, W.; Starczedska, H., Correction des donnees thermochimiques de M.A. Valeur, J. Chem. Phys., 1925, 22, 399-401. [all data]

Hildebrand, Duschak, et al., 1917
Hildebrand, J.H.; Duschak, A.D.; Foster, A.H., and Beebe, C.W. The specific heats and heats of fusion of triphenylmethane, anthraquinone and anthracene, J. Am. Chem. Soc., 1917, 39, 2293-2297. [all data]

Aldrich Chemical Company Inc., 1990
Aldrich Chemical Company Inc., Catalog Handbook of Fine Chemicals, Aldrich Chemical Company, Inc., Milwaukee WI, 1990, 1. [all data]

Burriel, 1931, 2
Burriel, F., Physico-Chemical Study of Some Solid Organic Compounds at Ordinary Temperatures, and Their COrrelationo with Temperature, An. R. Soc. Esp. Fis. Quim., 1931, 29, 89. [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]

NISHIDA, ISHIHARA, et al., 2008
NISHIDA, K.; ISHIHARA, E.; OSAKA, T.; KOUKITU, M., Vapour Pressures and Heats of Sublimation of Some Disperse Dyes, J Food Science, 2008, 93, 2, 52-54, https://doi.org/10.1111/j.1478-4408.1977.tb03324.x . [all data]

Nishida, Ishihara, et al., 1978
Nishida, K.; Ishihara, E.; Osaka, T.; Koukitu, M., Vapor pressures and heats of sublimation of some disperse dyes, Galaxia, 1978, 72, 13. [all data]

Bardi, Gigli, et al., 1973
Bardi, Giampiero; Gigli, Rosario; Malaspina, Leopoldo; Piacente, Vincenzo, Vapor pressure and sublimation enthalpy of anthraquinone and of 1,5- and 1,8-dihydroxyanthraquinones, J. Chem. Eng. Data, 1973, 18, 2, 126-130, https://doi.org/10.1021/je60057a024 . [all data]

Beech and Lintonbon, 1971
Beech, Graham; Lintonbon, Roger M., The measurement of sublimation enthalpies by differential scanning calorimetry, Thermochimica Acta, 1971, 2, 1, 86-88, https://doi.org/10.1016/0040-6031(71)85027-X . [all data]

Hoyer and Peperle, 1958
Hoyer, H.; Peperle, W., Z. Elektrochem., 1958, 62, 61. [all data]

Inokuchi, Shiba, et al., 1952
Inokuchi, Hiroo; Shiba, Sukekuni; Handa, Takashi; Akamatu, Hideo, Heats of Sublimation of Condensed Polynuclear Aromatic Hydrocarbons, Bull. Chem. Soc. Jpn., 1952, 25, 5, 299-302, https://doi.org/10.1246/bcsj.25.299 . [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]

Heinis, Chowdhury, et al., 1988
Heinis, T.; Chowdhury, S.; Scott, S.L.; Kebarle, P., Electron Affinities of Benzo-, Naphtho-, and Anthraquinones Determined from Gas-Phase Equilibria Measurements, J. Am. Chem. Soc., 1988, 110, 2, 400, https://doi.org/10.1021/ja00210a015 . [all data]

Page and Goode, 1969
Page, F.M.; Goode, G.C., Negative Ions and the Magnetron., Wiley, NY, 1969. [all data]

Gleiter, Dobler, et al., 1987
Gleiter, R.; Dobler, W.; Vogel, E.; Bohm, S.; Lex, J., Consequences of n/o interactions in bishomoanthraquinones and their dimethylene derivatives. A structural and PE spectroscopic study, J. Am. Chem. Soc., 1987, 109, 5156. [all data]

Lauer, Schafer, et al., 1975
Lauer, G.; Schafer, W.; Schweig, A., Assignment of the four lowest ionized states of p-benzoquinone and the question of "lone pair" splitting in this system, Chem. Phys. Lett., 1975, 33, 312. [all data]

Zaretskii, Sadovskaya, et al., 1971
Zaretskii, V.I.; Sadovskaya, V.L.; Wulfson, N.S.; Sizoy, V.F.; Merimson, V.G., Mass spectrometry of steroid systems-XXI. Appearance and ionization potentials for the stereoisomers of the D-homoestrane series, Org. Mass Spectrom., 1971, 5, 1179. [all data]

Potapov and Sorokin, 1971
Potapov, V.K.; Sorokin, V.V., Photoionization and ion-molecule reactions in quinones and alcohols, High Energy Chem., 1971, 5, 435, In original 487. [all data]

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

Rigaudy, Cauquis, et al., 1961
Rigaudy, J.; Cauquis, G.; Izoret, G.; Baranne-Lafont, J., Etudes sur les amino-9 anthracenes. I. Autoxydation, oxydation et action du peroxyde de benzoyle, Bull. Soc. Chim. Fr., 1961, 1842-1849. [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