Glyoxal
- Formula: C2H2O2
- Molecular weight: 58.0361
- IUPAC Standard InChI: InChI=1S/C2H2O2/c3-1-2-4/h1-2H
- IUPAC Standard InChIKey: LEQAOMBKQFMDFZ-UHFFFAOYSA-N
- CAS Registry Number: 107-22-2
- 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: Ethanedial; Biformal; Biformyl; Diformyl; Ethanedione; Glyoxal aldehyde; Glyoxylaldehyde; Oxal; Oxalaldehyde; 1,2-Ethanedione; (CHO)2; Diformal; Ethane-1,2-dione; Ethandial; Aerotex glyoxal 40; ODIX; Protectol GL 40
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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 evaluated as indicated in comments:
L - Sharon G. Lias
Data compiled as indicated in comments:
LL - Sharon G. Lias and Joel F. Liebman
LBLHLM - Sharon G. Lias, John E. Bartmess, Joel F. Liebman, John L. Holmes, Rhoda D. Levin, and W. Gary Mallard
LLK - Sharon G. Lias, Rhoda D. Levin, and Sherif A. Kafafi
RDSH - Henry M. Rosenstock, Keith Draxl, Bruce W. Steiner, and John T. Herron
B - John E. Bartmess
View reactions leading to C2H2O2+ (ion structure unspecified)
| Quantity | Value | Units | Method | Reference | Comment |
|---|---|---|---|---|---|
| IE (evaluated) | 10.2 | eV | N/A | N/A | L |
Electron affinity determinations
| EA (eV) | Method | Reference | Comment |
|---|---|---|---|
| 0.62 ± 0.26 | R-A | Compton, Reinhardt, et al., 1983 | From ethylene carbonate; G3MP2B3 calculations indicate an EA of ca. 1.0 eV; B |
Ionization energy determinations
| IE (eV) | Method | Reference | Comment |
|---|---|---|---|
| 10.2 | PE | Buhl, Kramme, et al., 1991 | LL |
| 10.21 | PI | Traeger, 1985 | LBLHLM |
| 9.48 ± 0.08 | EI | Reed and Brand, 1958 | RDSH |
| 10.60 ± 0.05 | PE | Verheijdt and Cerfontain, 1982 | Vertical value; LBLHLM |
| 10.60 | PE | Kimura, Katsumata, et al., 1981 | Vertical value; LLK |
| 10.6 | PE | Von Niessen, Bieri, et al., 1980 | Vertical value; LLK |
| 10.52 | PE | Arnett, Newkome, et al., 1974 | Vertical value; LLK |
Appearance energy determinations
| Ion | AE (eV) | Other Products | Method | Reference | Comment |
|---|---|---|---|---|---|
| CHO+ | 11.20 | HCO | PI | Traeger, 1985 | LBLHLM |
| CHO+ | 12.72 ± 0.12 | CHO | EI | Reed and Brand, 1958 | RDSH |
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.
Compton, Reinhardt, et al., 1983
Compton, R.N.; Reinhardt, P.W.; Schweinler, H.C.,
Formation of gas-phase negative ions in vinylene carbonate,
Int. J. Mass Spectrom. Ion Phys., 1983, 49, 113. [all data]
Buhl, Kramme, et al., 1991
Buhl, M.; Kramme, R.; Martin, H.; Mayer, B.; Nowack, G.,
Konformation und lichtabsorption von hexa-1,5-den-3,4-dion (divinylglyoxal),
Chem. Ber., 1991, 124, 821. [all data]
Traeger, 1985
Traeger, J.C.,
Heat of formation for the formyl cation by photoionization mass spectrometry,
Int. J. Mass Spectrom. Ion Processes, 1985, 66, 271. [all data]
Reed and Brand, 1958
Reed, R.I.; Brand, J.C.D.,
Electron impact studies. Part 4. Glyoxal, methylglyoxal and diacetyl,
J. Chem. Soc. Faraday Trans., 1958, 54, 478. [all data]
Verheijdt and Cerfontain, 1982
Verheijdt, P.L.; Cerfontain, H.,
Dipole moments, spectroscopy, and ground and excited state conformations of cycloalkane-1,2-diones,
J. Chem. Soc. Perkin Trans. 2, 1982, 1541. [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]
Von Niessen, Bieri, et al., 1980
Von Niessen, W.; Bieri, G.; Asbrink, L.,
30.4 nm He(II) photoelectron spectra of organic molecules. Part III. Oxo-compounds (C,H,O),
J. Electron Spectrosc. Relat. Phenom., 1980, 21, 175. [all data]
Arnett, Newkome, et al., 1974
Arnett, J.F.; Newkome, G.; Mattice, W.L.; McGlynn, S.P.,
Excited electronic states of the α-dicarbonyls,
J. Am. Chem. Soc., 1974, 96, 4385. [all data]
Notes
Go To: Top, Gas phase ion energetics data, References
- Symbols used in this document:
AE Appearance energy EA Electron affinity IE (evaluated) Recommended ionization energy - Data from NIST Standard Reference Database 69: NIST Chemistry WebBook
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