Pyromellitic dianhydride

• Formula: C₁₀H₂O₆
• Molecular weight: 218.1193
• IUPAC Standard InChI: InChI=1S/C10H2O6/c11-7-3-1-4-6(10(14)16-8(4)12)2-5(3)9(13)15-7/h1-2H Copy

  
• IUPAC Standard InChIKey: ANSXAPJVJOKRDJ-UHFFFAOYSA-N Copy
• CAS Registry Number: 89-32-7
• 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: 1,2,4,5-Benzenetetracarboxylic anhydride; 1,2,4,5-Benzenetetracarboxylic dianhydride; 1H,3H-Benzo[1,2-c:4,5-c']difuran-1,3,5,7-tetrone; Benzene-1,2:4,5-tetracarboxylic dianhydride; Pyromellitic acid anhydride; Pyromellitic acid dianhydride; Pyromellitic anhydride; 1,2,4,5-Benzenetetracarboxylic 1,2:4,5-dianhydride; NSC 4798; Pyromellitic 1,2:4,5-dianhydride
• Permanent link for this species. Use this link for bookmarking this species for future reference.
• Information on this page:
  • Condensed phase thermochemistry data
  • Phase change data
  • Reaction thermochemistry data
  • IR Spectrum
  • Mass spectrum (electron ionization)
  • References
  • Notes
• Other data available:
  • Gas phase ion energetics data
• Data at other public NIST sites:
  • X-ray Photoelectron Spectroscopy Database, version 5.0
  • X-ray Photoelectron Spectroscopy Database, version 5.0
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Condensed phase thermochemistry data

Go To: Top, Phase change data, Reaction thermochemistry 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 as indicated in comments:
ALS - Hussein Y. Afeefy, Joel F. Liebman, and Stephen E. Stein
DH - Eugene S. Domalski and Elizabeth D. Hearing

Constant pressure heat capacity of solid

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
ALS - Hussein Y. Afeefy, Joel F. Liebman, and Stephen E. Stein
DH - Eugene S. Domalski and Elizabeth D. Hearing

Enthalpy of vaporization

Enthalpy of sublimation

Enthalpy of fusion

Entropy of fusion

Reaction 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

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

2 +  =

By formula: 2H₂O + C₁₀H₂O₆ = C₁₀H₆O₈

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

Gas Phase Spectrum

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Notice: Concentration information is not available for this spectrum and, therefore, molar absorptivity values cannot be derived.

Additional Data

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

References

Go To: Top, Condensed phase thermochemistry data, Phase change data, Reaction thermochemistry data, IR Spectrum, Mass spectrum (electron ionization), Notes

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

Karyakin, Bazhan, et al., 1977
Karyakin, N.V.; Bazhan, N.G.; Sapozhnikov, V.N.; Shvetsova, K.G.; Berestneva, G.L.; Lomteva, A.N.; Zimin, Yu.B.; Korshak, V.V., Thermodynamics of synthesis of poly-(p,p'-diphenyleneoxide)pyromellitimide, Polym. Sci. USSR, 1977, 19, 1766-1775. [all data]

Baroody and Carpenter, 1972
Baroody, E.E.; Carpenter, G.A., Heats of formation of propellant compounds (U), Rpt. Naval Ordnance Systems Command Task No. 331-003/067-1/UR2402-001 for Naval Ordance Station, Indian Head, MD, 1972, 1-9. [all data]

Mullayanov, Mukhutdinov, et al., 1967
Mullayanov, F.I.; Mukhutdinov, R.Kh.; Mazitov, M.F.; Buz'ko, M.F.; Borshchenko, V.P.; Krashennikova, V.N., Some properties of pyromellitic dianhydride, Khim. Prom. (Moscow), 1967, 43, 505-506. [all data]

Dunn, Rahman, et al., 1978
Dunn, A.G.; Rahman, A.; Staveley, L.A.K., The heat capacity of pyromellitic dianhydride and of its 1-1 charge-transfer complex with pyrene, J. Chem. Thermodynam., 1978, 10, 787-796. [all data]

Karyakin, Mochalov, et al., 1973
Karyakin, N.V.; Mochalov, A.N.; Kunyevskaya, S.G.; Aron, B.M.; Rabinovich, I.B., Low temperature specific heat of tetracarboxylic acid dianhydrides, Tr. Khim. Khim. Tekhnol, 1973, (1), 60-61. [all data]

Karyakin, Bazhan, et al., 1977, 2
Karyakin, N.V.; Bazhan, N.G.; Sapozhnikov, V.N.; Shvetsova, K.G.; Berestneva, G.L.; Lomteva, A.N.; Zimin, Yu.B.; Korshak, V.V., Thermodynamics of synthesis of poly-(p,p'-diphenylene oxide)pyromellitimide, Vysokomol. Soedin., 1977, A19, 1541-1548. [all data]

Marchidan and Ciopec, 1978
Marchidan, D.I.; Ciopec, M., Thermodynamic properties of maleic, trimellitic and pyromellitic anhydrides, Rev. Roum. Chim., 1978, 23, 19-29. [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]

Weinstein, Leffler, et al., 1984
Weinstein, D.I.; Leffler, A.J.; Currie, J.A., Phase Transitions in Bicyclic Compounds, Mol. Cryst. Liq. Cryst., 1984, 104, 95. [all data]

Matos, Miranda, et al., 2007
Matos, M. Agostinha R.; Miranda, Margarida S.; Monte, Manuel J.S.; Santos, Luís M.N.B.F.; Morais, Victor M.F.; Chickos, James S.; Umnahanant, Patamaporn; Liebman, Joel F., Calorimetric and Computational Study of Indanones, J. Phys. Chem. A, 2007, 111, 43, 11153-11159, https://doi.org/10.1021/jp074718d . [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]

Bagrov, Andreev, et al., 1975
Bagrov, G.V.; Andreev, S.N.; Smirnova, M.F.; Vol'f, L.A., Deposited Doc. VINITI, 1975, 1196. [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]

Weinstein, Leffler, et al., 1984, 2
Weinstein, D.I.; Leffler, A.J.; Currie, J.A., Phase Transitions In Bicyclic Compounds, Molecular Crystals and Liquid Crystals, 1984, 104, 1-2, 95-109, https://doi.org/10.1080/00268948408070401 . [all data]

Alekseev, Kizaev, et al., 1989
Alekseev, V.G.; Kizaev, V.D.; Fedyainov, N.V.; Bushinskii, V.I., Standard enthalpies of anhydridisation of phthalic and pyromellitic acids, Russ. J. Phys. Chem. (Engl. Transl.), 1989, 63, 1280-1282. [all data]

Notes

Go To: Top, Condensed phase thermochemistry data, Phase change data, Reaction thermochemistry data, IR Spectrum, Mass spectrum (electron ionization), References

• Symbols used in this document:
  

  Cp,solid	Constant pressure heat capacity of solid
  S°solid,1 bar	Entropy of solid at standard conditions (1 bar)
  Tboil	Boiling point
  Ttriple	Triple point temperature
  ΔcH°solid	Enthalpy of combustion of solid at standard conditions
  ΔfH°solid	Enthalpy of formation of solid at standard conditions
  ΔfusH	Enthalpy of fusion
  ΔfusS	Entropy of fusion
  ΔrH°	Enthalpy of reaction 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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