9,10-Anthracenedione, 1,4-dihydroxy-

• Formula: C₁₄H₈O₄
• Molecular weight: 240.2109
• IUPAC Standard InChI: InChI=1S/C14H8O4/c15-9-5-6-10(16)12-11(9)13(17)7-3-1-2-4-8(7)14(12)18/h1-6,15-16H Copy

  
• IUPAC Standard InChIKey: GUEIZVNYDFNHJU-UHFFFAOYSA-N Copy
• CAS Registry Number: 81-64-1
• Chemical structure:
  This structure is also available as a 2d Mol file
• Other names: Anthraquinone, 1,4-dihydroxy-; C.I. 58050; Chinizarin; Quinizarin; Quinizarine; Smoke Orange R; 1,4-Dihydroxy-9,10-anthraquinone; 1,4-Dihydroxyanthraquinone; Macrolex Orange GG; Solvent Orange 86; 1,4-Dihydroxyanthrachinon; 1,4-Dioxyanthraquinone; 1,4-Doa; 1,4-Dihydroxy-9,10-anthracenedione; NSC 15367; NSC 646569
• Permanent link for this species. Use this link for bookmarking this species for future reference.
• Information on this page:
  • Gas phase thermochemistry data
  • Condensed phase thermochemistry data
  • Phase change data
  • Gas phase ion energetics data
  • Mass spectrum (electron ionization)
  • UV/Visible spectrum
  • Gas Chromatography
  • References
  • Notes
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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

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 by: Hussein Y. Afeefy, Joel F. Liebman, and Stephen E. Stein

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:
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.

Enthalpy of vaporization

Antoine Equation Parameters

log₁₀(P) = A − (B / (T + C))
    P = vapor pressure (bar)
    T = temperature (K)

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Enthalpy of sublimation

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 compiled by: Sharon G. Lias, Rhoda D. Levin, and Sherif A. Kafafi

Ionization energy determinations

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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Additional Data

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, Alexander N. Yermakov, Alexy A. Usov, Antonina A. Goncharova, Axlexander N. Leskin, Natalia A. Messineva, Natalia V. Trusova, Margarita V. Efimkina

Spectrum

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Additional Data

Gas Chromatography

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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

Lee's RI, non-polar column, custom temperature program

View large format table.

References

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

Witschonke, 1954
Witschonke, C.R., Freezing point and purity data for some organic compounds, Anal. Chem., 1954, 26, 562-4. [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]

Hinks, Rafiq, et al., 2003
Hinks, D.; Rafiq, M.I.; Price, D.M.; Montero, G.A.; Smith, B., A comparison of vapour pressure measurements of quinizarin and leuco-quinizarin via transpiration and thermogravimetry, Coloration Technol, 2003, 119, 2, 84-90, https://doi.org/10.1111/j.1478-4408.2003.tb00155.x . [all data]

Beynon and Nicholson, 2002
Beynon, J.H.; Nicholson, G.R., A radioactive ionization gauge and its application to the measurement of latent heat of vaporization, J. Sci. Instrum., 2002, 33, 10, 376-380, https://doi.org/10.1088/0950-7671/33/10/302 . [all data]

Krien, 1984
Krien, G., Thermoanalytische untersuchungen an rauchfarbstoffen, Thermochimica Acta, 1984, 81, 29-43, https://doi.org/10.1016/0040-6031(84)85108-4 . [all data]

Malaspina, Bardi, et al., 1973
Malaspina, L.; Bardi, G.; Gigli, R., Simultaneous microcalorimetric-Knudsen effusion determination of the sublimation enthalpy and vapor pressure of 1,2- and 1,4-dihydroxy anthraquinones, The Journal of Chemical Thermodynamics, 1973, 5, 6, 845-850, https://doi.org/10.1016/S0021-9614(73)80046-1 . [all data]

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

Fritzsche and Kramarczyk, 1966
Fritzsche, H.; Kramarczyk, K., UV atlas of organic compouds, 1966, 1, B8/12. [all data]

Eckel, 2000
Eckel, W.P., Making sense of nontarget compound data from GC-MS library searches, Am. Lab. Fairfield Conn., 2000, 17-20. [all data]

Notes

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• Symbols used in this document:
  

  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
  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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