Succinimide
- Formula: C4H5NO2
- Molecular weight: 99.0880
- IUPAC Standard InChI: InChI=1S/C4H5NO2/c6-3-1-2-4(7)5-3/h1-2H2,(H,5,6,7)
- IUPAC Standard InChIKey: KZNICNPSHKQLFF-UHFFFAOYSA-N
- CAS Registry Number: 123-56-8
- 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-Pyrrolidinedione; Butanimide; Succinic acid imide; Succinic imide; 2,5-Diketopyrrolidine; 2,5-Dioxopyrrolidine; Succinimide-Sauba; 3,4-Dihydropyrrole-2,5-dione; Dihydro-3-pyrroline-2,5-dione; Lubrizol 6406; NSC 11204
- Permanent link for this species. Use this link for bookmarking this species for future reference.
- Information on this page:
- Other data available:
- Options:
Data at NIST subscription sites:
NIST subscription sites provide data under the NIST Standard Reference Data Program, but require an annual fee to access. The purpose of the fee is to recover costs associated with the development of data collections included in such sites. Your institution may already be a subscriber. Follow the links above to find out more about the data in these sites and their terms of usage.
Gas phase thermochemistry 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 by: Hussein Y. Afeefy, Joel F. Liebman, and Stephen E. Stein
| Quantity | Value | Units | Method | Reference | Comment |
|---|---|---|---|---|---|
| ΔfH°gas | -89.75 ± 0.36 | kcal/mol | Ccb | Yan and Pilcher, 1990 | Author was aware that data differs from previously reported values; Heat of combustion NR |
| ΔfH°gas | -86.6 ± 2.2 | kcal/mol | Ccb | Steele, Chirico, et al., 1989 | Hfusion=12.32 kJ/mol |
Condensed phase thermochemistry data
Go To: Top, Gas 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:
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 | -110.00 ± 0.072 | kcal/mol | Ccb | Steele, Chirico, et al., 1989 | Hfusion=12.32 kJ/mol; ALS |
| ΔfH°solid | -109.72 ± 0.07 | kcal/mol | Ccb | Coleman and Skinner, 1966 | ALS |
| Quantity | Value | Units | Method | Reference | Comment |
| ΔcH°solid | -436.989 ± 0.057 | kcal/mol | Ccb | Steele, Chirico, et al., 1989 | Hfusion=12.32 kJ/mol; ALS |
| ΔcH°solid | -437.28 ± 0.05 | kcal/mol | Ccb | Coleman and Skinner, 1966 | ALS |
Constant pressure heat capacity of solid
| Cp,solid (cal/mol*K) | Temperature (K) | Reference | Comment |
|---|---|---|---|
| 29.608 | 298.15 | Steele, Chirico, et al., 1989 | T = 305 to 495 K. Csat/R(c) = 0.0438T + 1.87 (305 to 355 K); Csat/R(liq) = 0.0265T + 13.38 (405 to 495 K).; DH |
| 31.41 | 323. | Satoh and Sogabe, 1941 | T = 0 to 100°C. Mean value.; DH |
References
Go To: Top, Gas phase thermochemistry data, Condensed phase 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]
Steele, Chirico, et al., 1989
Steele, W.V.; Chirico, R.D.; Nguyen, A.; Hossenlopp, I.A.; Smith, N.K.,
Determination of some pure compound ideal-gas enthalpies of formation,
AIChE Symp. Ser., 1989, 85, 140-162. [all data]
Coleman and Skinner, 1966
Coleman, D.J.; Skinner, H.A.,
Heats of combustion of organic compounds of nitrogen. Part 4.- Succinimide, N,N'-bisuccinimide and 2,5,2',5'-tetramethyl-dipyrryl-(1,1'),
Trans. Faraday Soc., 1966, 62, 2057-2062. [all data]
Satoh and Sogabe, 1941
Satoh, S.; Sogabe, T.,
The heat capacities of some organic compounds containing nitrogen and the atomic heat of nitrogen. (4), Sci.,
Pap. Inst. Phys. Chem. Res. (Tokyo), 1941, 38, 246-251. [all data]
Notes
Go To: Top, Gas phase thermochemistry data, Condensed phase thermochemistry data, References
- Symbols used in this document:
Cp,solid Constant pressure heat capacity of solid 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 - Data from NIST Standard Reference Database 69: NIST Chemistry WebBook
- The National Institute of Standards and Technology (NIST) uses its best efforts to deliver a high quality copy of the Database and to verify that the data contained therein have been selected on the basis of sound scientific judgment. However, NIST makes no warranties to that effect, and NIST shall not be liable for any damage that may result from errors or omissions in the Database.
- Customer support for NIST Standard Reference Data products.