Propylene oxide
- Formula: C3H6O
- Molecular weight: 58.0791
- IUPAC Standard InChIKey: GOOHAUXETOMSMM-UHFFFAOYSA-N
- CAS Registry Number: 75-56-9
- 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. - Stereoisomers:
- Other names: Oxirane, methyl-; Epoxypropane; Methyloxirane; Propane, 1,2-epoxy-; Propene oxide; Propylene epoxide; 1,2-Epoxypropane; 1,2-Propylene oxide; 2,3-Epoxypropane; 3-Methyl-1,2-epoxypropane; 2-Methyloxiran; Methylethylene oxide; AD 6; Ethylene oxide, methyl-; NCI-C50099; Oxyde de propylene; Propane, epoxy-; UN 1280; 2-Methyl oxirane; Epihydrin; (.+/-.)-Methyloxirane; AD 6 (suspending agent); Methyloxacyclopropane; Oxirane, 2-methyl-; (.+/-.)-1,2-Epoxypropane
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Gas phase ion energetics data
Go To: Top, Gas Chromatography, 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:
LLK - Sharon G. Lias, Rhoda D. Levin, and Sherif A. Kafafi
RDSH - Henry M. Rosenstock, Keith Draxl, Bruce W. Steiner, and John T. Herron
LBLHLM - Sharon G. Lias, John E. Bartmess, Joel F. Liebman, John L. Holmes, Rhoda D. Levin, and W. Gary Mallard
View reactions leading to C3H6O+ (ion structure unspecified)
Quantity | Value | Units | Method | Reference | Comment |
---|---|---|---|---|---|
IE (evaluated) | 10.22 ± 0.02 | eV | N/A | N/A | L |
Quantity | Value | Units | Method | Reference | Comment |
Proton affinity (review) | 192.0 | kcal/mol | N/A | Hunter and Lias, 1998 | HL |
Quantity | Value | Units | Method | Reference | Comment |
Gas basicity | 184.7 | kcal/mol | N/A | Hunter and Lias, 1998 | HL |
Ionization energy determinations
IE (eV) | Method | Reference | Comment |
---|---|---|---|
10.1 | PE | Aue and Bowers, 1979 | LLK |
10.22 ± 0.02 | PI | Watanabe, Nakayama, et al., 1962 | RDSH |
10.44 | PE | Kimura, Katsumata, et al., 1981 | Vertical value; LLK |
10.26 | PE | McAlduff and Houk, 1977 | Vertical value; LLK |
Appearance energy determinations
Ion | AE (eV) | Other Products | Method | Reference | Comment |
---|---|---|---|---|---|
CHO+ | 11.8 ± 0.2 | ? | EI | Gallegos and Kiser, 1961 | RDSH |
CH2+ | 18.8 ± 0.5 | ? | EI | Gallegos and Kiser, 1961 | RDSH |
CH2O+ | 11.6 ± 0.3 | C2H4 | EI | Gallegos and Kiser, 1961 | RDSH |
CH3+ | 13.9 ± 0.2 | ? | EI | Gallegos and Kiser, 1961 | RDSH |
CH3O+ | 13.4 ± 0.2 | ? | EI | Gallegos and Kiser, 1961 | RDSH |
C2H2+ | 13.9 ± 0.2 | ? | EI | Gallegos and Kiser, 1961 | RDSH |
C2H2O+ | 12.7 ± 0.2 | ? | EI | Gallegos and Kiser, 1961 | RDSH |
C2H3+ | 14.3 ± 0.1 | ? | EI | Gallegos and Kiser, 1961 | RDSH |
C2H3O+ | 10.72 ± 0.05 | CH3 | EI | Burgers and Holmes, 1982 | LBLHLM |
C2H3O+ | 10.9 ± 0.2 | CH3 | EI | Gallegos and Kiser, 1961 | RDSH |
C2H4+ | 11.6 ± 0.2 | ? | EI | Gallegos and Kiser, 1961 | RDSH |
C3H5O+ | 11.5 ± 0.3 | H | EI | Gallegos and Kiser, 1961 | RDSH |
Gas Chromatography
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: NIST Mass Spectrometry Data Center, William E. Wallace, director
Normal alkane RI, non-polar column, isothermal
Column type | Active phase | Temperature (C) | I | Reference | Comment |
---|---|---|---|---|---|
Capillary | Methyl Silicone | 60. | 447. | Cao and Zhang, 2006 | Column length: 50. m; Column diameter: 0.25 mm |
Capillary | Methyl Silicone | 70. | 447. | Cao and Zhang, 2006 | Column length: 50. m; Column diameter: 0.25 mm |
Capillary | Methyl Silicone | 80. | 448. | Cao and Zhang, 2006 | Column length: 50. m; Column diameter: 0.25 mm |
Packed | Apieson L | 120. | 460. | Kurdina, Markovich, et al., 1969 | not specified, not specified |
Normal alkane RI, non-polar column, custom temperature program
Column type | Active phase | I | Reference | Comment |
---|---|---|---|---|
Capillary | Methyl Silicone | 477. | Farkas, Héberger, et al., 2004 | Program: not specified |
References
Go To: Top, Gas phase ion energetics data, Gas Chromatography, 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]
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]
Watanabe, Nakayama, et al., 1962
Watanabe, K.; Nakayama, T.; Mottl, J.,
Ionization potentials of some molecules,
J. Quant. Spectry. Radiative Transfer, 1962, 2, 369. [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]
McAlduff and Houk, 1977
McAlduff, E.J.; Houk, K.N.,
Photoelectron spectra of substituted oxiranes and thiiranes. Substituent effects on ionization potentials involving σ orbitals,
Can. J. Chem., 1977, 55, 318. [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]
Cao and Zhang, 2006
Cao, J.; Zhang, H.,
Inquire into qualitative analysis of epoxyalkyl isomeride,
Contemporary Chem. Ind. (Chinese), 2006, 35, 5, 374-377. [all data]
Kurdina, Markovich, et al., 1969
Kurdina, Z.G.; Markovich, V.E.; Sakharov, V.M.,
Gas chromatography of cyclic O-containing compounds
in Gas chromatography, Issue # 10, NIITEKhim, Moscow, 1969, 128-133. [all data]
Farkas, Héberger, et al., 2004
Farkas, O.; Héberger, K.; Zenkevich, I.G.,
Quantitative structure-retention relationships. XIV. Prediction of gas chromatographic retention indices for saturated O-, N-, and S-heterocyclic compounds,
Chemom. Intell. Lab. Syst., 2004, 72, 2, 173-184, https://doi.org/10.1016/j.chemolab.2004.01.012
. [all data]
Notes
Go To: Top, Gas phase ion energetics data, Gas Chromatography, 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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