Maleic anhydride
- Formula: C4H2O3
- Molecular weight: 98.0569
- IUPAC Standard InChIKey: FPYJFEHAWHCUMM-UHFFFAOYSA-N
- CAS Registry Number: 108-31-6
- 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: 2,5-Furandione; cis-Butenedioic anhydride; Dihydro-2,5-dioxofuran; Maleic acid anhydride; Toxilic anhydride; Maleic anhydride, briquettes; Anhydrid kyseliny maleinove; Maleinanhydrid; Rcra waste number U147; UN 2215; 2,5-Furanedione; M 188; NSC 137651
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Condensed phase thermochemistry data
Go To: Top, Phase change data, 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 | -470.41 ± 0.71 | kJ/mol | Ccb | Wilhoit and Shiao, 1964 | ALS |
ΔfH°solid | -469.6 ± 0.3 | kJ/mol | Ccb | Parks, Mosley, et al., 1950 | ALS |
Quantity | Value | Units | Method | Reference | Comment |
ΔcH°solid | -1389.5 ± 0.67 | kJ/mol | Ccb | Wilhoit and Shiao, 1964 | Corresponding ΔfHºsolid = -470.41 kJ/mol (simple calculation by NIST; no Washburn corrections); ALS |
ΔcH°solid | -1390.3 ± 0.71 | kJ/mol | Ccb | Parks, Mosley, et al., 1950 | Corresponding ΔfHºsolid = -469.57 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 |
---|---|---|---|
119.9 | 300. | DeWit, DeKruif, et al., 1983 | T = 90 to 350 K. Linearly extrapolated.; DH |
123.2 | 310. | DeWit, Offringa, et al., 1983 | T = 300 to 450 K.; DH |
67.4 | 298.15 | Marchidan and Ciopec, 1978 | T = 298 to 480 K.; DH |
Phase change data
Go To: Top, Condensed phase thermochemistry data, 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 | 473.2 | K | N/A | Aldrich Chemical Company Inc., 1990 | BS |
Quantity | Value | Units | Method | Reference | Comment |
Tfus | 326.0 ± 0.9 | K | AVG | N/A | Average of 8 values; Individual data points |
Quantity | Value | Units | Method | Reference | Comment |
Ttriple | 325.72 | K | N/A | De Wit, De Kruif, et al., 1983 | Uncertainty assigned by TRC = 0.02 K; TRC |
Quantity | Value | Units | Method | Reference | Comment |
ΔsubH° | 70. | kJ/mol | N/A | Vilcu, Perisanu, et al., 1978 | AC |
Enthalpy of vaporization
ΔvapH (kJ/mol) | Temperature (K) | Method | Reference | Comment |
---|---|---|---|---|
49.1 | 351. | A | Stephenson and Malanowski, 1987 | Based on data from 336. to 475. K.; AC |
54.8 | 325.8 | V | Winstrom and Kulp, 1949 | ALS |
54.8 | 326. to 350. | N/A | Winstrom and Kulp, 1949, 2 | AC |
56.7 | 332. | N/A | Stull, 1947 | Based on data from 317. to 475. 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 |
---|---|---|---|---|---|
317. to 475. | 3.79916 | 1431.009 | -101.093 | Stull, 1947 | Coefficents calculated by NIST from author's data. |
Enthalpy of sublimation
ΔsubH (kJ/mol) | Temperature (K) | Method | Reference | Comment |
---|---|---|---|---|
85.4 | 317. | N/A | Stephenson and Malanowski, 1987 | Based on data from 308. to 326. K.; AC |
68.8 | 258. | TE,ME | De Wit, Van Miltenburg, et al., 1983 | AC |
71.5 ± 5.0 | 308. to 325. | N/A | Winstrom and Kulp, 1949, 2 | See also Cox and Pilcher, 1970.; AC |
Enthalpy of fusion
ΔfusH (kJ/mol) | Temperature (K) | Reference | Comment |
---|---|---|---|
13.550 | 325.72 | DeWit, DeKruif, et al., 1983 | DH |
13.648 | 326.00 | Mastrangelo, 1957 | DH |
13.600 | 325.3 | DeWit, Offringa, et al., 1983 | DH |
12.26 | 325.7 | Domalski and Hearing, 1996 | AC |
12.930 | 325. | Spengler and Tamplin, 1952 | DH |
12.260 | 325.64 | Marchidan and Ciopec, 1978 | DH |
Entropy of fusion
ΔfusS (J/mol*K) | Temperature (K) | Reference | Comment |
---|---|---|---|
41.6 | 325.72 | DeWit, DeKruif, et al., 1983 | DH |
41.8 | 325.3 | DeWit, Offringa, et al., 1983 | DH |
39.8 | 325. | Spengler and Tamplin, 1952 | DH |
37.6 | 325.64 | Marchidan and Ciopec, 1978 | DH |
References
Go To: Top, Condensed phase thermochemistry data, Phase change data, Notes
Data compilation copyright by the U.S. Secretary of Commerce on behalf of the U.S.A. All rights reserved.
Wilhoit and Shiao, 1964
Wilhoit, R.C.; Shiao, D.,
Thermochemistry of biologically important compounds. Heats of combustion of solid organic acids.,
J. Chem. Eng. Data, 1964, 9, 595-599. [all data]
Parks, Mosley, et al., 1950
Parks, G.S.; Mosley, J.R.; Peterson, P.V., Jr.,
Heats of combustion and formation of some organic compounds containing oxygen,
J. Chem. Phys., 1950, 18, 152. [all data]
DeWit, DeKruif, et al., 1983
DeWit, H.G.M.; DeKruif, C.G.; Van Miltenburg, J.C.,
Thermodynamic properties of molecular organic crystals containing organic crystals containing nitrogen, oxygen, and sulfur. II. Molar heat capacities of eight compounds by adiabatic calorimetry,
J. Chem. Thermodynam., 1983, 15, 891-902. [all data]
DeWit, Offringa, et al., 1983
DeWit, H.G.M.; Offringa, J.C.A.; De Kruif, C.G.; Van Miltenburg, J.C.,
Thermodynamic properties of molecular organic crystals containing nitrogen, oxygen and sulfur. III. Molar heat capacities measured by differential scanning calorimetry,
Thermochim. Acta, 1983, 65, 43-51. [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]
Aldrich Chemical Company Inc., 1990
Aldrich Chemical Company Inc.,
Catalog Handbook of Fine Chemicals, Aldrich Chemical Company, Inc., Milwaukee WI, 1990, 1. [all data]
De Wit, De Kruif, et al., 1983
De Wit, H.G.M.; De Kruif, C.G.; Van Miltenburg, J.C.,
Thermodynamic properties of molecular organic crystals containing nitrogen, oxygen, and sulfur II. Molar heat capacities of eight compounds by adiabatic calorimetry,
J. Chem. Thermodyn., 1983, 15, 9, 891, https://doi.org/10.1016/0021-9614(83)90095-2
. [all data]
Vilcu, Perisanu, et al., 1978
Vilcu, R.; Perisanu, S.; Ciocazanu, I.,
The thermochemical properties of some organic anhydrides,
Bull. Inst. Politeh. Gheorghe Gheorghiu-Dej, Bucur., Ser. Chim.-Metal., 1978, 40, 2, 9. [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]
Winstrom and Kulp, 1949
Winstrom, L.O.; Kulp, L.,
Vapor pressure of maleic anhydride,
Ind. Eng. Chem., 1949, 41, 1584-25. [all data]
Winstrom and Kulp, 1949, 2
Winstrom, Leon O.; Kulp, Laurence,
Vapor Pressure of Maleic Anhydride - Temperature Range from 35° to 77°,
Ind. Eng. Chem., 1949, 41, 11, 2584-2586, https://doi.org/10.1021/ie50479a044
. [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]
De Wit, Van Miltenburg, et al., 1983
De Wit, H.G.M.; Van Miltenburg, J.C.; De Kruif, C.G.,
Thermodynamic properties of molecular organic crystals containing nitrogen, oxygen, and sulphur 1. Vapour pressures and enthalpies of sublimation,
The Journal of Chemical Thermodynamics, 1983, 15, 7, 651-663, https://doi.org/10.1016/0021-9614(83)90079-4
. [all data]
Cox and Pilcher, 1970
Cox, J.D.; Pilcher, G.,
Thermochemistry of Organic and Organometallic Compounds, Academic Press Inc., London, 1970, 643. [all data]
Mastrangelo, 1957
Mastrangelo, S.V.R.,
Adiabatic calorimeter for determination of cryoscopic data,
Anal. Chem., 1957, 29(5), 841-845. [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]
Spengler and Tamplin, 1952
Spengler, H.T.; Tamplin, W.S.,
Procedures in ice calorimetry,
Anal. Chem., 1952, 24, 941-944. [all data]
Notes
Go To: Top, Condensed phase thermochemistry data, Phase change data, References
- Symbols used in this document:
Cp,solid Constant pressure heat capacity of solid Tboil Boiling point Tfus Fusion (melting) 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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