Ethylene oxide
- Formula: C2H4O
- Molecular weight: 44.0526
- IUPAC Standard InChI: InChI=1S/C2H4O/c1-2-3-1/h1-2H2
- IUPAC Standard InChIKey: IAYPIBMASNFSPL-UHFFFAOYSA-N
- CAS Registry Number: 75-21-8
- 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: Oxirane; Dihydrooxirene; Dimethylene oxide; Epoxyethane; Ethene oxide; ETO; Oxacyclopropane; Oxane; Oxidoethane; Oxirene, dihydro-; Oxyfume; Oxyfume 12; T-Gas; 1,2-Epoxyethane; Aethylenoxid; Amprolene; Anprolene; Anproline; ENT-26263; E.O.; 1,2-Epoxyaethan; Ethyleenoxide; Etylenu tlenek; FEMA No. 2433; Merpol; NCI-C50088; α,β-Oxidoethane; Oxiraan; Oxiran; Rcra waste number U115; Sterilizing gas ethylene oxide 100%; UN 1040; Qazi-ketcham
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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:
HL - Edward P. Hunter and Sharon G. Lias
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
View reactions leading to C2H4O+ (ion structure unspecified)
| Quantity | Value | Units | Method | Reference | Comment |
|---|---|---|---|---|---|
| IE (evaluated) | 10.56 ± 0.01 | eV | N/A | N/A | L |
| Quantity | Value | Units | Method | Reference | Comment |
| Proton affinity (review) | 185.0 | kcal/mol | N/A | Hunter and Lias, 1998 | HL |
| Quantity | Value | Units | Method | Reference | Comment |
| Gas basicity | 178.1 | kcal/mol | N/A | Hunter and Lias, 1998 | HL |
Ionization energy determinations
| IE (eV) | Method | Reference | Comment |
|---|---|---|---|
| 10.15 ± 0.05 | EI | Holmes and Lossing, 1991 | LL |
| 10.4 ± 0.1 | PE | Aue, Webb, et al., 1980 | LLK |
| 10.4 | PE | Aue and Bowers, 1979 | LLK |
| 10.57 | EI | Holmes, Terlouw, et al., 1976 | LLK |
| 10.6 ± 0.1 | PI | Corderman, LeBreton, et al., 1976 | LLK |
| 10.560 | PE | Corderman, LeBreton, et al., 1976 | LLK |
| 10.56 ± 0.01 | PI | Krassig, Reinke, et al., 1974 | LLK |
| 10.57 | PE | Basch, Robin, et al., 1969 | RDSH |
| 10.566 | S | Lowrey and Watanabe, 1958 | RDSH |
| 10.57 ± 0.01 | PI | Watanabe, 1957 | RDSH |
| 10.57 | EI | Vorob'ev, Furlei, et al., 1989 | Vertical value; LL |
| 10.57 | PIPECO | Johnson, Powis, et al., 1982 | Vertical value; LBLHLM |
| 10.57 | PE | Bieri, Asbrink, et al., 1982 | Vertical value; LBLHLM |
| 10.57 | PE | Kimura, Katsumata, et al., 1981 | Vertical value; LLK |
| 10.568 | PE | Aue, Webb, et al., 1975 | Vertical value; LLK |
Appearance energy determinations
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.
Hunter and Lias, 1998
Hunter, E.P.; Lias, S.G.,
Evaluated Gas Phase Basicities and Proton Affinities of Molecules: An Update,
J. Phys. Chem. Ref. Data, 1998, 27, 3, 413-656, https://doi.org/10.1063/1.556018
. [all data]
Holmes and Lossing, 1991
Holmes, J.L.; Lossing, F.P.,
Ionization energies of homologous organic compounds and correlation with molecular size,
Org. Mass Spectrom., 1991, 26, 537. [all data]
Aue, Webb, et al., 1980
Aue, D.H.; Webb, H.M.; Davidson, W.R.; Vidal, M.; Bowers, M.T.; Goldwhite, H.; Vertal, L.E.; Douglas, J.E.; Kollman, P.A.; Kenyon, G.L.,
Proton affinities photoelectron spectra of three-membered-ring J. Heterocycl. Chem.,
J. Am. Chem. Soc., 1980, 102, 5151. [all data]
Aue and Bowers, 1979
Aue, D.H.; Bowers, M.T.,
Chapter 9. Stabilities of positive ions from equilibrium gas phase basicity measurements
in Ions Chemistry,, ed. M.T. Bowers, 1979. [all data]
Holmes, Terlouw, et al., 1976
Holmes, J.L.; Terlouw, J.K.; Lossing, F.P.,
The thermochemistry of C2H4O+ ions,
J. Phys. Chem., 1976, 80, 2860. [all data]
Corderman, LeBreton, et al., 1976
Corderman, R.R.; LeBreton, P.R.; Buttrill, S.E., Jr.; Williamson, A.D.; Beauchamp, J.L.,
Photoionization and ion cyclotron resonance studies of the ion chemistry of ethylene oxide,
J. Chem. Phys., 1976, 65, 4929. [all data]
Krassig, Reinke, et al., 1974
Krassig, R.; Reinke, D.; Baumgartel, H.,
Photo-reaktionen kleiner organischer molekule II. Die photoionenspektren der Isomeren propylen-cyclopropan und acetaldehyd-athylenoxyd,
Ber. Bunsen-Ges. Phys. Chem., 1974, 78, 425. [all data]
Basch, Robin, et al., 1969
Basch, H.; Robin, M.B.; Kuebler, N.A.; Baker, C.; Turner, D.W.,
Optical and photoelectron spectra of small rings. III. The saturated three-membered rings,
J. Chem. Phys., 1969, 51, 52. [all data]
Lowrey and Watanabe, 1958
Lowrey, A., III; Watanabe, K.,
Absorption and ionization coefficients of ethylene oxide,
J. Chem. Phys., 1958, 28, 208. [all data]
Watanabe, 1957
Watanabe, K.,
Ionization potentials of some molecules,
J. Chem. Phys., 1957, 26, 542. [all data]
Vorob'ev, Furlei, et al., 1989
Vorob'ev, A.S.; Furlei, I.I.; Sultanov, A.S.; Khvostenko, V.I.; Leplyanin, G.V.; Derzhinskii, A.R.; Tolstikov, G.A.,
Mass spectrometry of reasonance capture of electrons and photoelectron spectroscopy of molecules of ethylene oxide, ethylene sulfide, and their derivatives,
Bull. Acad. Sci. USSR, Div. Chem. Sci., 1989, 1388. [all data]
Johnson, Powis, et al., 1982
Johnson, K.; Powis, I.; Danby, C.J.,
A photoelectron-photoion coincidence study of acetaldehyde and ethylene oxide molecular ions,
Chem. Phys., 1982, 70, 329. [all data]
Bieri, Asbrink, et al., 1982
Bieri, G.; Asbrink, L.; Von Niessen, W.,
30.4-nm He(II) photoelectron spectra of organic molecules,
J. Electron Spectrosc. Relat. Phenom., 1982, 27, 129. [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]
Aue, Webb, et al., 1975
Aue, D.H.; Webb, H.M.; Bowers, M.T.,
Proton affinities, ionization potentials, and hydrogen affinities of nitrogen and oxygen bases. Hybridization effects,
J. Am. Chem. Soc., 1975, 97, 4137. [all data]
Gallegos and Kiser, 1961
Gallegos, E.J.; Kiser, R.W.,
Electron impact spectroscopy of ethylene oxide and propylene oxide,
J. Am. Chem. Soc., 1961, 83, 773. [all data]
Burgers and Holmes, 1982
Burgers, P.C.; Holmes, J.L.,
Metastable ion studies. XIII. The measurement of appearance energies of metastable peaks,
Org. Mass Spectrom., 1982, 17, 123. [all data]
Notes
Go To: Top, Gas phase ion energetics data, References
- Symbols used in this document:
AE Appearance energy IE (evaluated) Recommended ionization energy - Data from NIST Standard Reference Database 69: NIST Chemistry WebBook
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