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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Phase change data
Go To: Top, Gas phase ion energetics 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: Robert L. Brown and Stephen E. Stein
| Quantity | Value | Units | Method | Reference | Comment |
|---|---|---|---|---|---|
| Tboil | 323.6 | K | N/A | Weast and Grasselli, 1989 |
Gas phase ion energetics data
Go To: Top, Phase change data, 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, Phase change data, 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.
Weast and Grasselli, 1989
CRC Handbook of Data on Organic Compounds, 2nd Editon, Weast,R.C and Grasselli, J.G., ed(s)., CRC Press, Inc., Boca Raton, FL, 1989, 1. [all data]
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, Phase change data, Gas phase ion energetics data, References
- Symbols used in this document:
AE Appearance energy EA Electron affinity IE (evaluated) Recommended ionization energy Tboil Boiling point - Data from NIST Standard Reference Database 69: NIST Chemistry WebBook
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