Oxirane, (phenoxymethyl)-
- Formula: C9H10O2
- Molecular weight: 150.1745
- 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
Go To: Top, Phase change data, Mass spectrum (electron ionization), 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 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 |
Phase change data
Go To: Top, Gas phase thermochemistry data, Mass spectrum (electron ionization), 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 compiled as indicated in comments:
BS - Robert L. Brown and Stephen E. Stein
DH - Eugene S. Domalski and Elizabeth D. Hearing
TRC - Thermodynamics Research Center, NIST Boulder Laboratories, Chris Muzny director
ALS - Hussein Y. Afeefy, Joel F. Liebman, and Stephen E. Stein
DRB - Donald R. Burgess, Jr.
AC - William E. Acree, Jr., James S. Chickos
Quantity | Value | Units | Method | Reference | Comment |
---|---|---|---|---|---|
Tboil | 518.2 | K | N/A | Aldrich Chemical Company Inc., 1990 | BS |
Quantity | Value | Units | Method | Reference | Comment |
Tfus | 276.79 | K | N/A | Lebedev, Bykova, et al., 1988 | DH |
Quantity | Value | Units | Method | Reference | Comment |
Ttriple | 280. | K | N/A | Lebedev, Bykova, et al., 1988, 2 | Uncertainty assigned by TRC = 0.1 K; TRC |
Quantity | Value | Units | Method | Reference | Comment |
Tc | 720. | K | N/A | Steele, Chirico, et al., 1997, 2 | Uncertainty assigned by TRC = 8. K; TRC |
Quantity | Value | Units | Method | Reference | Comment |
Pc | 29.50 | bar | N/A | Steele, Chirico, et al., 1997, 2 | Uncertainty assigned by TRC = 4.00 bar; derived from fit of obs. vapor pressure; TRC |
Quantity | Value | Units | Method | Reference | Comment |
ρc | 2.16 | mol/l | N/A | Steele, Chirico, et al., 1997, 2 | Uncertainty assigned by TRC = 0.13 mol/l; TRC |
Quantity | Value | Units | Method | Reference | Comment |
ΔvapH° | 69.85 | kJ/mol | V | Steele, Chirico, et al., 1997 | ALS |
ΔvapH° | 69.8 | kJ/mol | N/A | Steele, Chirico, et al., 1997 | DRB |
ΔvapH° | 69.9 ± 0.7 | kJ/mol | EB | Steele, Chirico, et al., 1997, 3 | Based on data from 400. to 532. K.; AC |
ΔvapH° | 65.6 ± 0.1 | kJ/mol | V | Van-Chin-Syan and Kachurina, 1987 | ALS |
ΔvapH° | 66.0 | kJ/mol | N/A | Kuznetsova, Miroshnichenko, et al., 1976 | DRB |
Enthalpy of vaporization
ΔvapH (kJ/mol) | Temperature (K) | Method | Reference | Comment |
---|---|---|---|---|
60.3 ± 0.5 | 400. | EB | Steele, Chirico, et al., 1997, 3 | Based on data from 400. to 532. K.; AC |
56.7 ± 0.4 | 440. | EB | Steele, Chirico, et al., 1997, 3 | Based on data from 400. to 532. K.; AC |
53.1 ± 0.4 | 480. | EB | Steele, Chirico, et al., 1997, 3 | Based on data from 400. to 532. K.; AC |
51.3 ± 0.5 | 500. | EB | Steele, Chirico, et al., 1997, 3 | Based on data from 400. to 532. K.; AC |
49.4 ± 0.6 | 520. | EB | Steele, Chirico, et al., 1997, 3 | Based on data from 400. to 532. K.; AC |
65.6 ± 0.1 | 343. to 373. | N/A | Kuznetsova, Miroshinichenko, et al., 1976 | AC |
65.61 ± 0.08 | 343. | V | Kuznetsova, Miroshnichenko, et al., 1976 | ALS |
Enthalpy of fusion
ΔfusH (kJ/mol) | Temperature (K) | Reference | Comment |
---|---|---|---|
17.32 | 279.8 | Lebedev, Bykova, et al., 1988, 3 | AC |
Mass spectrum (electron ionization)
Go To: Top, Gas phase thermochemistry data, Phase change data, 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 compiled by: NIST Mass Spectrometry Data Center, William E. Wallace, director
Spectrum
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Additional Data
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Due to licensing restrictions, this spectrum cannot be downloaded.
Owner | NIST Mass Spectrometry Data Center Collection (C) 2014 copyright by the U.S. Secretary of Commerce on behalf of the United States of America. All rights reserved. |
---|---|
Origin | Japan AIST/NIMC Database- Spectrum MS-NW- 545 |
NIST MS number | 227902 |
Gas Chromatography
Go To: Top, Gas phase thermochemistry data, Phase change data, Mass spectrum (electron ionization), 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, 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, Phase change data, Mass spectrum (electron ionization), 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]
Aldrich Chemical Company Inc., 1990
Aldrich Chemical Company Inc.,
Catalog Handbook of Fine Chemicals, Aldrich Chemical Company, Inc., Milwaukee WI, 1990, 1. [all data]
Lebedev, Bykova, et al., 1988
Lebedev, B.V.; Bykova, T.A.; Kiparisova, Y.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 iminooxazolidinone and oxazolidinone in the range 0-330 K, Izvest. Akad. Nauk SSSR,
Ser. Khim., 1988, (6), 1232-1237. [all data]
Lebedev, Bykova, et al., 1988, 2
Lebedev, B.V.; Bykova, T.A.; Kiparisova, E.G.; Frenkel, Ts.M.; Fainleib, A.M.; Pankratov, V.A.,
Bull. Acad. Sci. USSR, Div. Chem. Sci. (Eng. Tran.), 1988, 37. [all data]
Steele, Chirico, et al., 1997, 2
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, (Z)-5-Ethylidene-2- norbornene, Mesityl Oxide (4-Methyl-3-pentene-2-one), 4-M,
J. Chem. Eng. Data, 1997, 42, 1053-66. [all data]
Steele, Chirico, et al., 1997, 3
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, ( Z )-5-Ethylidene-2-norbornene, Mesityl Oxide (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, 6, 1053-1066, https://doi.org/10.1021/je970099y
. [all data]
Kuznetsova, Miroshinichenko, et al., 1976
Kuznetsova, V.P.; Miroshinichenko, E.A.; Zelenetskii, A.Z.; Rokova, G.V.; Lebedev, Y.A.; Enikolopyan, N.S.,
Dokl. Phys. Chem., 1976, 226, 147. [all data]
Lebedev, Bykova, et al., 1988, 3
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,
Russ Chem Bull, 1988, 37, 6, 1082-1086, https://doi.org/10.1007/BF00961904
. [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
Go To: Top, Gas phase thermochemistry data, Phase change data, Mass spectrum (electron ionization), Gas Chromatography, References
- Symbols used in this document:
Pc Critical pressure Tboil Boiling point Tc Critical temperature Tfus Fusion (melting) point Ttriple Triple point temperature ΔfH°gas Enthalpy of formation of gas at standard conditions ΔfusH Enthalpy of fusion ΔvapH Enthalpy of vaporization ΔvapH° Enthalpy of vaporization at standard conditions ρc Critical density - Data from NIST Standard Reference Database 69: NIST Chemistry WebBook
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