Pyromellitic dianhydride
- Formula: C10H2O6
- Molecular weight: 218.1193
- IUPAC Standard InChIKey: ANSXAPJVJOKRDJ-UHFFFAOYSA-N
- 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
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Condensed phase thermochemistry data
Go To: Top, Phase change 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
Quantity | Value | Units | Method | Reference | Comment |
---|---|---|---|---|---|
ΔfH°solid | -227.9 | kcal/mol | Ccb | Karyakin, Bazhan, et al., 1977 | ALS |
ΔfH°solid | -250.3 | kcal/mol | Ccb | Baroody and Carpenter, 1972 | High level of uncertainty in the data; ALS |
ΔfH°solid | -216.86 | kcal/mol | Ccb | Mullayanov, Mukhutdinov, et al., 1967 | ALS |
Quantity | Value | Units | Method | Reference | Comment |
ΔcH°solid | -780.9 ± 0.3 | kcal/mol | Ccb | Karyakin, Bazhan, et al., 1977 | Corresponding ΔfHºsolid = -227.9 kcal/mol (simple calculation by NIST; no Washburn corrections); ALS |
ΔcH°solid | -791.8 ± 2.2 | kcal/mol | Ccb | Mullayanov, Mukhutdinov, et al., 1967 | Corresponding ΔfHºsolid = -217.07 kcal/mol (simple calculation by NIST; no Washburn corrections); ALS |
Quantity | Value | Units | Method | Reference | Comment |
S°solid,1 bar | 56.67 | cal/mol*K | N/A | Dunn, Rahman, et al., 1978 | DH |
S°solid,1 bar | 56.52 | cal/mol*K | N/A | Karyakin, Mochalov, et al., 1973 | DH |
S°solid,1 bar | 57.86 | cal/mol*K | N/A | Karyakin, Bazhan, et al., 1977, 2 | DH |
Constant pressure heat capacity of solid
Cp,solid (cal/mol*K) | Temperature (K) | Reference | Comment |
---|---|---|---|
51.55 | 298.15 | Dunn, Rahman, et al., 1978 | T = 5 to 300 K.; DH |
55.31 | 298.15 | Marchidan and Ciopec, 1978 | T = 298 to 580 K.; DH |
52.56 | 300. | Karyakin, Bazhan, et al., 1977, 2 | T = 60 to 400 K.; DH |
52.56 | 300. | Karyakin, Mochalov, et al., 1973 | T = 20 to 300 K.; DH |
Phase change data
Go To: Top, Condensed phase 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:
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
Quantity | Value | Units | Method | Reference | Comment |
---|---|---|---|---|---|
Tboil | 671.7 | K | N/A | Weast and Grasselli, 1989 | BS |
Quantity | Value | Units | Method | Reference | Comment |
Ttriple | 558.9 | K | N/A | Weinstein, Leffler, et al., 1984 | Crystal phase 1 phase; Uncertainty assigned by TRC = 2. K; TRC |
Quantity | Value | Units | Method | Reference | Comment |
ΔsubH° | 29.23 ± 0.57 | kcal/mol | C | Matos, Miranda, et al., 2007 | AC |
ΔsubH° | 19.93 | kcal/mol | V | Mullayanov, Mukhutdinov, et al., 1967 | ALS |
Enthalpy of vaporization
ΔvapH (kcal/mol) | Temperature (K) | Method | Reference | Comment |
---|---|---|---|---|
19.0 | 576. | A | Stephenson and Malanowski, 1987 | Based on data from 641. to 665. K.; AC |
Enthalpy of sublimation
ΔsubH (kcal/mol) | Temperature (K) | Reference | Comment |
---|---|---|---|
24.00 | 559. | Bagrov, Andreev, et al., 1975 | AC |
Enthalpy of fusion
ΔfusH (kcal/mol) | Temperature (K) | Method | Reference | Comment |
---|---|---|---|---|
3.781 | 557.2 | N/A | Domalski and Hearing, 1996 | AC |
7.741 | 558.9 | DSC | Weinstein, Leffler, et al., 1984, 2 | AC |
3.7830 | 557.15 | N/A | Marchidan and Ciopec, 1978 | DH |
Entropy of fusion
ΔfusS (cal/mol*K) | Temperature (K) | Reference | Comment |
---|---|---|---|
6.79 | 557.15 | Marchidan and Ciopec, 1978 | DH |
IR Spectrum
Go To: Top, Condensed phase thermochemistry data, Phase change data, 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 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
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Owner | NIST Standard Reference Data Program Collection (C) 2018 copyright by the U.S. Secretary of Commerce on behalf of the United States of America. All rights reserved. |
---|---|
Origin | NIST Mass Spectrometry Data Center |
State | gas |
Instrument | HP-GC/MS/IRD |
Mass spectrum (electron ionization)
Go To: Top, Condensed phase thermochemistry data, Phase change data, IR 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
View image of digitized spectrum (can be printed in landscape orientation).
Due to licensing restrictions, this spectrum cannot be downloaded.
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 | Japan AIST/NIMC Database- Spectrum MS-NW- 167 |
NIST MS number | 228642 |
References
Go To: Top, Condensed phase thermochemistry data, Phase change 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]
Notes
Go To: Top, Condensed phase thermochemistry data, Phase change 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 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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