Succinic anhydride
- Formula: C4H4O3
- Molecular weight: 100.0728
- IUPAC Standard InChI: InChI=1S/C4H4O3/c5-3-1-2-4(6)7-3/h1-2H2
- 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
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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
| Quantity | Value | Units | Method | Reference | Comment |
|---|---|---|---|---|---|
| ΔfH°gas | -126.2 ± 0.41 | kcal/mol | Ccb | Yan and Pilcher, 1990 |
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
| Quantity | Value | Units | Method | Reference | Comment |
|---|---|---|---|---|---|
| ΔfH°solid | -145.5 ± 0.2 | kcal/mol | Ccb | Yan and Pilcher, 1990 | |
| Quantity | Value | Units | Method | Reference | Comment |
| ΔcH°solid | -367.38 ± 0.1 | kcal/mol | Ccb | Yan and Pilcher, 1990 | Corresponding ΔfHºsolid = -145.5 kcal/mol (simple calculation by NIST; no Washburn corrections) |
| ΔcH°solid | -369.00 ± 0.15 | kcal/mol | Ccb | Verkade and Hartman, 1933 | Reanalyzed by Cox and Pilcher, 1970, Original value = -370.19 kcal/mol; Corresponding ΔfHºsolid = -143.83 kcal/mol (simple calculation by NIST; no Washburn corrections) |
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
+
=
By formula: C4H4O3 + H2O = C4H6O4
| Quantity | Value | Units | Method | Reference | Comment |
|---|---|---|---|---|---|
| ΔrH° | -11.20 ± 0.02 | kcal/mol | Cm | Conn, Kistiakowsky, et al., 1942 | liquid phase; Heat of hydrolysis at 303 K |
References
Go To: Top, Gas phase thermochemistry data, Condensed phase thermochemistry data, Reaction thermochemistry 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]
Verkade and Hartman, 1933
Verkade, P.E.; Hartman, H.,
Calorimetric researches XXI. Heats of combustion of methyl-, ethyl- and phenyl-substituted succinic acids and of their anhydrides: a. Experimental data,
Rec. Trav. Chim. Pays/Bas, 1933, 52, 945-968. [all data]
Cox and Pilcher, 1970
Cox, J.D.; Pilcher, G.,
Thermochemistry of Organic and Organometallic Compounds, Academic Press, New York, 1970, 1-636. [all data]
Conn, Kistiakowsky, et al., 1942
Conn, J.B.; Kistiakowsky, G.B.; Roberts, R.M.; Smith, E.A.,
Heats of organic reactions. XIII. Heats of hydrolysis of some acid anhydrides,
J. Am. Chem. Soc., 1942, 64, 1747-17. [all data]
Notes
Go To: Top, Gas phase thermochemistry data, Condensed phase thermochemistry data, Reaction thermochemistry data, References
- Symbols used in this document:
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 ΔrH° Enthalpy of reaction at standard conditions - Data from NIST Standard Reference Database 69: NIST Chemistry WebBook
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