Oxirane, (phenoxymethyl)-
- Formula: C9H10O2
- Molecular weight: 150.1745
- IUPAC Standard InChI: InChI=1S/C9H10O2/c1-2-4-8(5-3-1)10-6-9-7-11-9/h1-5,9H,6-7H2
- IUPAC Standard InChIKey: FQYUMYWMJTYZTK-UHFFFAOYSA-N
- CAS Registry Number: 122-60-1
- 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: Propane, 1,2-epoxy-3-phenoxy-; γ-Phenoxypropylene oxide; (Phenoxymethyl)oxirane; Glycidol phenyl ether; Glycidyl phenyl ether; Phenol glycidyl ether; Phenyl glycidyl ether; Phenyl 2,3-epoxypropyl ether; 1-Phenoxy-2,3-epoxypropane; 1,2-Epoxy-3-phenoxypropane; 2,3-Epoxypropyl phenyl ether; 3-Phenoxy-1,2-epoxypropane; 3-Phenoxy-1,2-propylene oxide; 3-Phenyloxy-1,2-epoxypropane; (.+/-.)-1,2-Epoxy-3-phenoxypropane; Benzene, (2,3-epoxypropoxy)-; Ether, phenylglycidyl; Ether, 2,3-epoxypropyl phenyl; Fenyl-glycidylether; Phenoxypropene oxide; Phenoxypropylene oxide; Phenylglycydyl ether; PGE; Ageflex pge; Phenol-glycidaether; 3-Phenyloxy-1,2-epoxypropanel-, (.+/-.)-; 2,3-Epoxy-1-phenoxypropane; 2,3-Epoxypropoxybenzene; Oxirane, 2-(phenoxymethyl)-; NSC 53476; (.+/-.)-(Phenoxymethyl)oxirane; 2-(Phenoxymethyl)oxirane
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Gas phase thermochemistry data
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Data compilation copyright by the U.S. Secretary of Commerce on behalf of the U.S.A. All rights reserved.
Data compiled by: Hussein Y. Afeefy, Joel F. Liebman, and Stephen E. Stein
| Quantity | Value | Units | Method | Reference | Comment |
|---|---|---|---|---|---|
| ΔfH°gas | -99.7 ± 1.1 | kJ/mol | Ccb | Steele, Chirico, et al., 1997 | |
| ΔfH°gas | -116.4 ± 2.1 | kJ/mol | Ccb | Van-Chin-Syan and Kachurina, 1987 | |
| ΔfH°gas | -116. ± 2. | kJ/mol | Ccb | Kuznetsova, Miroshnichenko, et al., 1976 |
Reaction thermochemistry data
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Data compilation copyright by the U.S. Secretary of Commerce on behalf of the U.S.A. All rights reserved.
Data compiled by: Hussein Y. Afeefy, Joel F. Liebman, and Stephen E. Stein
Note: Please consider using the reaction search for this species. This page allows searching of all reactions involving this species. A general reaction search form is also available. Future versions of this site may rely on reaction search pages in place of the enumerated reaction displays seen below.
Individual Reactions
=
+
By formula: C15H17NO2 = C9H10O2 + C6H7N
| Quantity | Value | Units | Method | Reference | Comment |
|---|---|---|---|---|---|
| ΔrH° | 113. ± 2. | kJ/mol | Cm | Kuznetsova, Rakova, et al., 1975 | solid phase; solvent: DMF |
+
=
By formula: C7H5NO + C9H10O2 = C16H15NO3
| Quantity | Value | Units | Method | Reference | Comment |
|---|---|---|---|---|---|
| ΔrH° | -196.7 | kJ/mol | Cm | Lebedev, Bykova, et al., 1988 | liquid phase |
IR Spectrum
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Data compiled by: Coblentz Society, Inc.
Data compiled by: NIST Mass Spectrometry Data Center, William E. Wallace, director
Gas Chromatography
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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, temperature ramp
| Column type | Active phase | I | Reference | Comment |
|---|---|---|---|---|
| Capillary | Ultra-1 | 1251. | Okumura, 1991 | 25. m/0.32 mm/0.25 μm, He, 3. K/min; Tstart: 80. C; Tend: 260. C |
References
Go To: Top, Gas phase thermochemistry data, Reaction thermochemistry data, IR Spectrum, Gas Chromatography, Notes
Data compilation copyright by the U.S. Secretary of Commerce on behalf of the U.S.A. All rights reserved.
Steele, Chirico, et al., 1997
Steele, W.V.; Chirico, R.D.; Cowell, A.B.; Knipmeyer, S.E.; Nguyen, A.,
Thermodynamic properties and ideal-gas enthalpies of formation for 2-aminoisobutyric acid (2-methylalanine), acetic acid, (4-methyl-3-penten-2-one), 4-methylpent-1-ene, 2,2'-bis(phenylthio)propane, and glycidyl phenyl ether (1,2-epoxy-3-phenoxypropane),
J. Chem. Eng. Data, 1997, 42, 1052-1066. [all data]
Van-Chin-Syan and Kachurina, 1987
Van-Chin-Syan, Yu.Ya.; Kachurina, N.S.,
Thermochemical properties of oxirane derivatives,
Russ. J. Phys. Chem. (Engl. Transl.), 1987, 61, 622-624. [all data]
Kuznetsova, Miroshnichenko, et al., 1976
Kuznetsova, V.P.; Miroshnichenko, E.A.; Zelenetskii, A.N.; Rakova, G.V.; Lebedev, Yu.A.; Enikolopyan, N.S.,
Enthalpies of reactions of epoxides with primary amines,
Dokl. Phys. Chem. (Engl. Transl.), 1976, 226, 147-150, In original 1109. [all data]
Kuznetsova, Rakova, et al., 1975
Kuznetsova, V.P.; Rakova, G.V.; Miroshnichenko, E.A.; Lebedev, Yu.A.; Enikolopyan, N.S.,
Thermochemical study of the interaction of epoxy compounds with primary amines,
Dokl. Phys. Chem. (Engl. Transl.), 1975, 225, 1231-1234. [all data]
Lebedev, Bykova, et al., 1988
Lebedev, B.V.; Bykova, T.A.; Kiparisova, E.G.; Frenkel, Ts.M.; Fainleib, A.M.; Pankratov, V.A.,
Thermodynamics of phenyl glycidyl ether and its reactions with diphenylcarbodiimide and phenyl isocyanate with the formation of iminooxazolidine and oxazolidinone in the 0-330 K range,
Bull. Acad. Sci. USSR, Div. Chem. Sci., 1988, 1082-10. [all data]
Okumura, 1991
Okumura, T.,
retention indices of environmental chemicals on methyl silicone capillary column,
Journal of Environmental Chemistry (Japan), 1991, 1, 2, 333-358, https://doi.org/10.5985/jec.1.333
. [all data]
Notes
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- Symbols used in this document:
ΔfH°gas Enthalpy of formation of gas at standard conditions ΔrH° Enthalpy of reaction at standard conditions - Data from NIST Standard Reference Database 69: NIST Chemistry WebBook
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