9,10-Anthracenedione
- Formula: C14H8O2
- Molecular weight: 208.2121
- IUPAC Standard InChIKey: RZVHIXYEVGDQDX-UHFFFAOYSA-N
- CAS Registry Number: 84-65-1
- 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: Anthraquinone; Anthradione; Hoelite; Morkit; 9,10-Anthraquinone; Anthracene, 9,10-dihydro-9,10-dioxo-; 9,10-Dioxoanthracene; 9,10-Anthrachinon; Corbit; Anthracene-9,10-quinone; NSC 7957; anthracene-9,10-dione; 9,10-anthracenequinone
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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 |
---|---|---|---|---|---|
ΔfH°gas | -75.7 ± 2.9 | kJ/mol | Ccb | Ribeiro Da Silva, Ribeiro Da Silva, et al., 1989 | ALS |
Constant pressure heat capacity of gas
Cp,gas (J/mol*K) | Temperature (K) | Reference | Comment |
---|---|---|---|
77.91 | 100. | Singh S.N., 1969 | Comparison 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 |
134.75 | 200. | ||
197.78 | 298.15 | ||
199.03 | 300. | ||
260.18 | 400. | ||
313.10 | 500. | ||
355.77 | 600. | ||
388.79 | 700. | ||
417.60 | 800. | ||
440.28 | 900. | ||
459.27 | 1000. | ||
474.97 | 1100. | ||
487.99 | 1200. | ||
499.47 | 1300. | ||
509.09 | 1400. | ||
516.16 | 1500. |
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 |
---|---|---|---|---|---|
ΔfH°solid | -188.5 ± 2.8 | kJ/mol | Ccb | Ribeiro Da Silva, Ribeiro Da Silva, et al., 1989 | ALS |
Quantity | Value | Units | Method | Reference | Comment |
ΔcH°solid | -6464.0 ± 2.1 | kJ/mol | Ccb | Ribeiro Da Silva, Ribeiro Da Silva, et al., 1989 | Corresponding ΔfHºsolid = -188.5 kJ/mol (simple calculation by NIST; no Washburn corrections); ALS |
ΔcH°solid | -6444.523 | kJ/mol | Ccb | Magnus, 1956 | Corresponding ΔfHºsolid = -207.94 kJ/mol (simple calculation by NIST; no Washburn corrections); ALS |
ΔcH°solid | -6468.9 | kJ/mol | Ccb | Burriel, 1931 | Corresponding ΔfHºsolid = -184. kJ/mol (simple calculation by NIST; no Washburn corrections); ALS |
ΔcH°solid | -6462.2 | kJ/mol | Ccb | Swietoslawski and Starczedska, 1925 | Corresponding ΔfHºsolid = -190. kJ/mol (simple calculation by NIST; no Washburn corrections); ALS |
Constant pressure heat capacity of solid
Cp,solid (J/mol*K) | Temperature (K) | Reference | Comment |
---|---|---|---|
240.2 | 298.15 | Hildebrand, Duschak, et al., 1917 | T = 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 |
---|---|---|---|---|---|
Tboil | 653.2 | K | N/A | Aldrich Chemical Company Inc., 1990 | BS |
Tboil | 650. | K | N/A | Burriel, 1931, 2 | Uncertainty assigned by TRC = 0.3 K; TRC |
Quantity | Value | Units | Method | Reference | Comment |
Tfus | 558. ± 2. | K | AVG | N/A | Average of 10 values; Individual data points |
Quantity | Value | Units | Method | Reference | Comment |
ΔsubH° | 114. ± 20. | kJ/mol | AVG | N/A | Average of 8 values; Individual data points |
Enthalpy of vaporization
ΔvapH (kJ/mol) | Temperature (K) | Method | Reference | Comment |
---|---|---|---|---|
64.3 | 574. | A | Stephenson and Malanowski, 1987 | Based on data from 559. to 660. 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 |
---|---|---|---|---|---|
463. to 653.1 | 2.69646 | 970.529 | -291.767 | Stull, 1947 | Coefficents calculated by NIST from author's data. |
Enthalpy of sublimation
ΔsubH (kJ/mol) | Temperature (K) | Method | Reference | Comment |
---|---|---|---|---|
98.3 | 413. | GS | NISHIDA, ISHIHARA, et al., 2008 | Based on data from 373. to 453. K. See also Nishida, Ishihara, et al., 1978.; AC |
107.5 ± 0.8 | 434. | ME | Bardi, Gigli, et al., 1973 | AC |
107.9 ± 0.8 | 397. to 471. | ME | Bardi, Gigli, et al., 1973 | AC |
127.0 ± 3.0 | 470. to 590. | C | Beech and Lintonbon, 1971 | AC |
126.4 | 373. | ME | Hoyer and Peperle, 1958 | Based on data from 343. to 403. K. See also Stephenson and Malanowski, 1987.; AC |
104.6 | 367. | ME | Inokuchi, Shiba, et al., 1952 | AC |
Enthalpy of fusion
ΔfusH (kJ/mol) | Temperature (K) | Reference | Comment |
---|---|---|---|
32.57 | 558. | Domalski and Hearing, 1996 | AC |
32.570 | 555. | Hildebrand, Duschak, et al., 1917 | DH |
Entropy of fusion
ΔfusS (J/mol*K) | Temperature (K) | Reference | Comment |
---|---|---|---|
58.7 | 555. | Hildebrand, Duschak, et al., 1917 | DH |
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, 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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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 |
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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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, 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]
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, IR Spectrum, Mass spectrum (electron ionization), UV/Visible spectrum, References
- Symbols used in this document:
Cp,gas Constant pressure heat capacity of gas Cp,solid Constant pressure heat capacity of solid Tboil Boiling point Tfus Fusion (melting) point ΔcH°solid Enthalpy of combustion of solid at standard conditions ΔfH°gas Enthalpy of formation of gas at standard conditions ΔfH°solid Enthalpy of formation of solid at standard conditions ΔfusH Enthalpy of fusion ΔfusS Entropy of fusion ΔsubH Enthalpy of sublimation ΔsubH° Enthalpy of sublimation at standard conditions ΔvapH Enthalpy of vaporization - Data from NIST Standard Reference Database 69: NIST Chemistry WebBook
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