Succinic anhydride
- Formula: C4H4O3
- Molecular weight: 100.0728
- IUPAC Standard InChIKey: RINCXYDBBGOEEQ-UHFFFAOYSA-N
- CAS Registry Number: 108-30-5
- 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, dihydro-; Butanedioic anhydride; Dihydro-2,5-furandione; Succinic acid anhydride; Succinyl anhydride; Succinyl oxide; Tetrahydro-2,5-dioxofuran; 2,5-Diketotetrahydrofuran; Bernsteinsaure-anhydrid; NCI-C55696; 2,5(3H,4H)-Furandione; 2,5-Dioxotetrahydrofuran; Dihydro-2,5-diketotetrahydrofuran; NSC 8518; Rikacid SA; Tetrahydro-2,5-furandione
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Gas phase thermochemistry data
Go To: Top, Phase change data, Gas phase ion energetics 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 by: Hussein Y. Afeefy, Joel F. Liebman, and Stephen E. Stein
Quantity | Value | Units | Method | Reference | Comment |
---|---|---|---|---|---|
ΔfH°gas | -126.2 ± 0.41 | kcal/mol | Ccb | Yan and Pilcher, 1990 |
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
DRB - Donald R. Burgess, Jr.
Quantity | Value | Units | Method | Reference | Comment |
---|---|---|---|---|---|
Tboil | 534.2 | K | N/A | Weast and Grasselli, 1989 | BS |
Quantity | Value | Units | Method | Reference | Comment |
Tfus | 392.6 | K | N/A | Mclean and Adams, 1936 | Uncertainty assigned by TRC = 1. K; TRC |
Tfus | 393.15 | K | N/A | Berner, 1929 | Uncertainty assigned by TRC = 1.5 K; TRC |
Tfus | 392. | K | N/A | Tammann, 1913 | Uncertainty assigned by TRC = 1. K; TRC |
Quantity | Value | Units | Method | Reference | Comment |
ΔsubH° | 19.3 ± 0.38 | kcal/mol | C | Meng-Yan and Pilcher, 1990 | AC |
ΔsubH° | 19.3 ± 0.38 | kcal/mol | V | Yan and Pilcher, 1990 | ALS |
ΔsubH° | 19.3 | kcal/mol | N/A | Yan and Pilcher, 1990 | DRB |
Enthalpy of vaporization
ΔvapH (kcal/mol) | Temperature (K) | Method | Reference | Comment |
---|---|---|---|---|
13.7 | 416. | A | Stephenson and Malanowski, 1987 | Based on data from 401. to 534. K.; AC |
Antoine Equation Parameters
log10(P) = A − (B / (T + C))
P = vapor pressure (atm)
T = temperature (K)
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Temperature (K) | A | B | C | Reference | Comment |
---|---|---|---|---|---|
365. to 534. | 3.64650 | 1433.874 | -144.107 | Stull, 1947 | Coefficents calculated by NIST from author's data. |
Enthalpy of sublimation
ΔsubH (kcal/mol) | Temperature (K) | Method | Reference | Comment |
---|---|---|---|---|
19.2 ± 0.38 | 309. | ME | Meng-Yan and Pilcher, 1990 | Based on data from 298. to 320. K.; AC |
19.6 | 302. | ME,TE | De Wit, Van Miltenburg, et al., 1983 | Based on data from 290. to 311. K.; AC |
Gas phase ion energetics data
Go To: Top, Gas phase thermochemistry data, 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 by: Sharon G. Lias, Rhoda D. Levin, and Sherif A. Kafafi
Ionization energy determinations
IE (eV) | Method | Reference | Comment |
---|---|---|---|
10.84 | PE | Kimura, Katsumata, et al., 1981 | Vertical value |
10.84 | PE | Worley, Gerson, et al., 1978 | Vertical value |
10.84 | PE | Gerson, Worley, et al., 1978 | Vertical value |
10.8 | PE | Almemark, Backvall, et al., 1974 | Vertical value |
References
Go To: Top, Gas phase thermochemistry data, Phase change data, Gas phase ion energetics data, Notes
Data compilation copyright by the U.S. Secretary of Commerce on behalf of the U.S.A. All rights reserved.
Yan and Pilcher, 1990
Yan, Y.M.; Pilcher, G.,
Enthalpies of combustion of succinic anhydride, glutaric anhydride, and glutarimide,
J. Chem. Thermodyn., 1990, 22, 893-898. [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]
Mclean and Adams, 1936
Mclean, A.; Adams, R.,
Succinic-α-d2,;alpha.'-d2, Acid and Its Derivatives,
J. Am. Chem. Soc., 1936, 58, 804-10. [all data]
Berner, 1929
Berner, E.,
The refraction constants and volume of solution of some organic compounds in aqueous solution,
Z. Phys. Chem., Abt. A, 1929, 141, 91. [all data]
Tammann, 1913
Tammann, G.,
Nachr. Ges. Wiss. Goettingen, Math.-Phys. Kl., 1913, 1913, 335. [all data]
Meng-Yan and Pilcher, 1990
Meng-Yan, Yang; Pilcher, G.,
Enthalpies of combustion of succinic anhydride, glutaric anhydride, and glutarimide,
The Journal of Chemical Thermodynamics, 1990, 22, 9, 893-898, https://doi.org/10.1016/0021-9614(90)90177-R
. [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]
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]
Kimura, Katsumata, et al., 1981
Kimura, K.; Katsumata, S.; Achiba, Y.; Yamazaki, T.; Iwata, S.,
Ionization energies, Ab initio assignments, and valence electronic structure for 200 molecules
in Handbook of HeI Photoelectron Spectra of Fundamental Organic Compounds, Japan Scientific Soc. Press, Tokyo, 1981. [all data]
Worley, Gerson, et al., 1978
Worley, S.D.; Gerson, S.H.; Bodor, N.; Kaminski, J.J.; Flechtner, T.W.,
On the structure of N-chlorosuccinimide and N-bromosuccinimide. A photoelectron spectroscopic study,
J. Chem. Phys., 1978, 68, 1313. [all data]
Gerson, Worley, et al., 1978
Gerson, S.H.; Worley, S.D.; Bodor, N.; Kaminski, J.J.; Flechtner, T.W.,
The photoelectron spectra of some heterocyclic compounds which contain N, O, Cl, and Br,
J. Electron Spectrosc. Relat. Phenom., 1978, 13, 421. [all data]
Almemark, Backvall, et al., 1974
Almemark, M.; Backvall, J.E.; Moberg, C.A.; Akermark, B.; Asbrink, L.; Roos, B.,
Ab initio calculations and assignment of photoelectron spectra of maleic and succinic anhydride,
Tetrahedron, 1974, 30, 2503. [all data]
Notes
Go To: Top, Gas phase thermochemistry data, Phase change data, Gas phase ion energetics data, References
- Symbols used in this document:
Tboil Boiling point Tfus Fusion (melting) point ΔfH°gas Enthalpy of formation of gas 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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