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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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 as indicated in comments:
LLK - Sharon G. Lias, Rhoda D. Levin, and Sherif A. Kafafi
B - John E. Bartmess
Electron affinity determinations
EA (eV) | Method | Reference | Comment |
---|---|---|---|
1.440 ± 0.087 | TDEq | Paul and Kebarle, 1989 | ΔGea(423 K) = -32.8±1 kcal/mol, ΔS = -1±3 eu.; B |
1.440 ± 0.048 | IMRE | Fukuda and McIver, 1985 | ΔGea(355 K) = -32.7 kcal/mol; ΔSea =-1.3, est. from data in Paul and Kebarle, 1989; B |
1.40 ± 0.20 | NBIE | Compton, Reinhardt, et al., 1974 | Lifetime: Cooper and Compton, 1973; B |
Ionization energy determinations
IE (eV) | Method | Reference | Comment |
---|---|---|---|
11.07 | PE | Kimura, Katsumata, et al., 1981 | Vertical value; LLK |
11.11 ± 0.05 | PE | Galasso, Colonna, et al., 1977 | Vertical value; LLK |
11.1 | PE | Almemark, Backvall, et al., 1974 | Vertical value; LLK |
11.45 | PE | Bain and Frost, 1973 | Vertical value; LLK |
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]
Fukuda and McIver, 1985
Fukuda, E.K.; McIver, R.T., Jr.,
Relative electron affinities of substituted benzophenones, nitrobenzenes, and quinones. [Anchored to EA(SO2) from 74CEL/BEN],
J. Am. Chem. Soc., 1985, 107, 2291. [all data]
Compton, Reinhardt, et al., 1974
Compton, R.N.; Reinhardt, P.W.; Cooper, C.D.,
Mass spectrometry utilizing collisional ionization of cesium: Maleic anhydride and succinic anhydride,
J. Chem. Phys., 1974, 60, 2953. [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]
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]
Galasso, Colonna, et al., 1977
Galasso, V.; Colonna, F.P.; Distefano, G.,
Photoelectron spectra of 1,2-indandione, 1,3-indandione and heterocyclic analogues,
J. Electron Spectrosc. Relat. Phenom., 1977, 10, 227. [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]
Bain and Frost, 1973
Bain, A.D.; Frost, D.C.,
Studies of the carbonyl group in some five-membered ring compounds by photoelectron spectroscopy,
Can. J. Chem., 1973, 51, 1245. [all data]
Notes
Go To: Top, Gas phase ion energetics data, References
- Symbols used in this document:
EA Electron affinity - Data from NIST Standard Reference Database 69: NIST Chemistry WebBook
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