1H-Pyrrole-2,5-dione
- Formula: C4H3NO2
- Molecular weight: 97.0721
- IUPAC Standard InChI: InChI=1S/C4H3NO2/c6-3-1-2-4(7)5-3/h1-2H,(H,5,6,7)
- IUPAC Standard InChIKey: PEEHTFAAVSWFBL-UHFFFAOYSA-N
- CAS Registry Number: 541-59-3
- Chemical structure:
This structure is also available as a 2d Mol file - Other names: Maleimide; Pyrrole-2,5-dione; 3-Pyrroline-2,5-dione; Maleinimide; Maleic imide
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Gas phase ion energetics data
Go To: Top, 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: John E. Bartmess
Electron affinity determinations
| EA (eV) | Method | Reference | Comment |
|---|---|---|---|
| 1.153 ± 0.087 | TDEq | Paul and Kebarle, 1989 | ΔGea(423 K) = -26.2±1 kcal/mol, ΔS = -1±3 eu |
De-protonation reactions
C4H2NO2- + =
By formula: C4H2NO2- + H+ = C4H3NO2
| Quantity | Value | Units | Method | Reference | Comment |
|---|---|---|---|---|---|
| ΔrH° | 325.1 ± 4.6 | kcal/mol | EIAE | Cooper and Compton, 1973 | gas phase; From maleimide. G3MP2B3 calculations indicate a dHacid = 342 kcal/mol |
| Quantity | Value | Units | Method | Reference | Comment |
| ΔrG° | 317.3 ± 4.9 | kcal/mol | H-TS | Cooper and Compton, 1973 | gas phase; From maleimide. G3MP2B3 calculations indicate a dHacid = 342 kcal/mol |
References
Go To: Top, 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.
Paul and Kebarle, 1989
Paul, G.; Kebarle, P.,
Electron Affinities of Cyclic Unsaturated Dicarbonyls: Maleic Anhydrides, Maleimides, and Cyclopentendione,
J. Am. Chem. Soc., 1989, 111, 2, 464, https://doi.org/10.1021/ja00184a009
. [all data]
Cooper and Compton, 1973
Cooper, C.D.; Compton, R.N.,
Electron attachment and cesium collisional ionization studies of tetrafluorosuccinic and hexafluoroglutaric anhydrides: Molecular electron affinities,
J. Chem. Phys., 1973, 59, 3550. [all data]
Notes
Go To: Top, Gas phase ion energetics data, References
- Symbols used in this document:
EA Electron affinity ΔrG° Free energy of reaction at standard conditions ΔrH° Enthalpy of reaction at standard conditions - Data from NIST Standard Reference Database 69: NIST Chemistry WebBook
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