Propylene oxide
- Formula: C3H6O
- Molecular weight: 58.0791
- IUPAC Standard InChI: InChI=1S/C3H6O/c1-3-2-4-3/h3H,2H2,1H3
- 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 thermochemistry data
Go To: Top, Condensed phase thermochemistry data, IR Spectrum, 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:
ALS - Hussein Y. Afeefy, Joel F. Liebman, and Stephen E. Stein
DRB - Donald R. Burgess, Jr.
GT - Glushko Thermocenter, Russian Academy of Sciences, Moscow
| Quantity | Value | Units | Method | Reference | Comment |
|---|---|---|---|---|---|
| ΔfH°gas | -94.68 ± 0.63 | kJ/mol | Ccb | Sinke and Hildenbrand, 1962 | Reanalyzed by Cox and Pilcher, 1970, Original value = -92.8 ± 1.1 kJ/mol; ALS |
| ΔfH°gas | -117.1 | kJ/mol | N/A | Moureu and Dode, 1937 | Value computed using ΔfHliquid° value of -145.0 kj/mol from Moureu and Dode, 1937 and ΔvapH° value of 27.9 kj/mol from Sinke and Hildenbrand, 1962.; DRB |
| Quantity | Value | Units | Method | Reference | Comment |
| S°gas | 287.40 ± 0.84 | J/mol*K | N/A | Oetting F.L., 1964 | Other values of third-law entropy at 298.15 K are (in J/mol*K): 285.3(8.4) [ Beaumont R.H., 1966] and 288.4(0.8) [ Chao J., 1986].; GT |
Constant pressure heat capacity of gas
| Cp,gas (J/mol*K) | Temperature (K) | Reference | Comment |
|---|---|---|---|
| 39.74 | 100. | Chao J., 1986 | Selected thermodynamic functions are in close agreement with those calculated by [ Oetting F.L., 1964]. Entropy values calculated by [ Green, 1961] are lower than those given here by 6 J/mol*K.; GT |
| 46.65 | 150. | ||
| 54.27 | 200. | ||
| 67.57 | 273.15 | ||
| 72.55 ± 0.12 | 298.15 | ||
| 72.92 | 300. | ||
| 92.99 | 400. | ||
| 110.99 | 500. | ||
| 126.16 | 600. | ||
| 138.89 | 700. | ||
| 149.68 | 800. | ||
| 158.91 | 900. | ||
| 166.85 | 1000. | ||
| 173.70 | 1100. | ||
| 179.62 | 1200. | ||
| 184.74 | 1300. | ||
| 189.19 | 1400. | ||
| 193.06 | 1500. | ||
| 200.70 | 1750. | ||
| 206.30 | 2000. | ||
| 210.40 | 2250. | ||
| 213.50 | 2500. | ||
| 215.90 | 2750. | ||
| 217.80 | 3000. |
Condensed phase thermochemistry data
Go To: Top, Gas phase thermochemistry data, IR Spectrum, 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:
ALS - Hussein Y. Afeefy, Joel F. Liebman, and Stephen E. Stein
DH - Eugene S. Domalski and Elizabeth D. Hearing
| Quantity | Value | Units | Method | Reference | Comment |
|---|---|---|---|---|---|
| ΔfH°liquid | -122.6 ± 0.63 | kJ/mol | Ccb | Sinke and Hildenbrand, 1962 | Reanalyzed by Cox and Pilcher, 1970, Original value = -120.7 ± 1.1 kJ/mol; ALS |
| ΔfH°liquid | -145. | kJ/mol | Ccb | Moureu and Dode, 1937 | ALS |
| Quantity | Value | Units | Method | Reference | Comment |
| ΔcH°liquid | -1917.4 ± 1.1 | kJ/mol | Ccb | Sinke and Hildenbrand, 1962 | Corresponding ΔfHºliquid = -120.6 kJ/mol (simple calculation by NIST; no Washburn corrections); ALS |
| ΔcH°liquid | -1893. | kJ/mol | Ccb | Moureu and Dode, 1937 | Corresponding ΔfHºliquid = -145. kJ/mol (simple calculation by NIST; no Washburn corrections); ALS |
| ΔcH°liquid | -1885. | kJ/mol | Ccb | Zubow and Swietoslawski, 1925 | Corresponding ΔfHºliquid = -153. kJ/mol (simple calculation by NIST; no Washburn corrections); ALS |
| Quantity | Value | Units | Method | Reference | Comment |
| S°liquid | 196.27 | J/mol*K | N/A | Oetting F.L., 1964 | DH |
| S°liquid | 194.6 | J/mol*K | N/A | Beaumont, Clegg, et al., 1966 | Extrapolation below 90 K, 485 J/mol*K.; DH |
Constant pressure heat capacity of liquid
| Cp,liquid (J/mol*K) | Temperature (K) | Reference | Comment |
|---|---|---|---|
| 122.19 | 300. | Tan, Zhou, et al., 1982 | T = 170 to 325 K.; DH |
| 125.1 | 298.15 | Beaumont, Clegg, et al., 1966 | T = 90 to 300 K.; DH |
IR Spectrum
Go To: Top, Gas phase thermochemistry data, Condensed phase thermochemistry data, Mass spectrum (electron ionization), Gas Chromatography, References, Notes
Data compiled by: Coblentz Society, Inc.
Data compiled by: NIST Mass Spectrometry Data Center, William E. Wallace, director
Data compiled by: Pamela M. Chu, Franklin R. Guenther, George C. Rhoderick, and Walter J. Lafferty
- gas; IFS66V (Bruker); 3-Term B-H Apodization
0.1250, 0.2410, 0.4820, 0.9640, 1.9290 cm-1 resolution - gas; IFS66V (Bruker); Boxcar Apodization
0.1250, 0.2410, 0.4820, 0.9640, 1.9290 cm-1 resolution - gas; IFS66V (Bruker); Happ Genzel Apodization
0.1250, 0.2410, 0.4820, 0.9640, 1.9290 cm-1 resolution - gas; IFS66V (Bruker); NB Strong Apodization
0.1250, 0.2410, 0.4820, 0.9640, 1.9290 cm-1 resolution - gas; IFS66V (Bruker); Triangular Apodization
0.1250, 0.2410, 0.4820, 0.9640, 1.9290 cm-1 resolution
Mass spectrum (electron ionization)
Go To: Top, Gas phase thermochemistry data, Condensed phase thermochemistry data, IR Spectrum, 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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| 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-785 |
| NIST MS number | 229547 |
Gas Chromatography
Go To: Top, Gas phase thermochemistry data, Condensed phase thermochemistry data, IR Spectrum, 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, 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 thermochemistry data, Condensed phase thermochemistry data, IR Spectrum, 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.
Sinke and Hildenbrand, 1962
Sinke, G.C.; Hildenbrand, D.L.,
Heat of formation of propylene oxide,
J. Chem. Eng. Data, 1962, 7, 74. [all data]
Cox and Pilcher, 1970
Cox, J.D.; Pilcher, G.,
Thermochemistry of Organic and Organometallic Compounds, Academic Press, New York, 1970, 1-636. [all data]
Moureu and Dode, 1937
Moureu, H.; Dode, M.,
Chaleurs de formation de l'oxyde d'ethylene, de l'ethanediol et de quelques homologues,
Bull. Soc. Chim. France, 1937, 4, 637-647. [all data]
Oetting F.L., 1964
Oetting F.L.,
Low-temperature heat capacity and related thermodynamic functions of propylene oxide,
J. Chem. Phys., 1964, 41, 149-153. [all data]
Beaumont R.H., 1966
Beaumont R.H.,
Heat capacities of propylene oxide and some polymers of ethylene and propylene oxides,
Polymer, 1966, 7, 401-416. [all data]
Chao J., 1986
Chao J.,
Thermodynamic properties of key organic oxygen compounds in the carbon range C1 to C4. Part 2. Ideal gas properties,
J. Phys. Chem. Ref. Data, 1986, 15, 1369-1436. [all data]
Green, 1961
Green, J.H.S.,
The thermodynamic properties of propylene oxide,
Chem. Ind. (London), 1961, 369. [all data]
Zubow and Swietoslawski, 1925
Zubow, P.W.; Swietoslawski, W.,
No. 21. - Sur la chaleur de combustion de trois oxydes(α),
Bull. Soc. Chim. Fr., 1925, 37, 271-274. [all data]
Beaumont, Clegg, et al., 1966
Beaumont, R.H.; Clegg, B.; Gee, G.; Herbert, J.B.M.; Marks, D.J.; Roberts, R.C.; Sims, D.,
Heat capacities of propylene oxide and of some polymers of ethylene and propylene oxides,
Polymer, 1966, 7, 401-416. [all data]
Tan, Zhou, et al., 1982
Tan, Z.; Zhou, L.; Chen, S.; Yin, A.; Sun, Y.; Ye, J.,
An adiabatic calorimeter for heat capacity measurements of pure silver and propylene oxide from 80 to 400K,
Diwen Wuli, 1982, 4(4), 322-325. [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 thermochemistry data, Condensed phase thermochemistry data, IR Spectrum, Mass spectrum (electron ionization), Gas Chromatography, References
- Symbols used in this document:
Cp,gas Constant pressure heat capacity of gas Cp,liquid Constant pressure heat capacity of liquid S°gas Entropy of gas at standard conditions S°liquid Entropy of liquid at standard conditions ΔcH°liquid Enthalpy of combustion of liquid at standard conditions ΔfH°gas Enthalpy of formation of gas at standard conditions ΔfH°liquid Enthalpy of formation of liquid at standard conditions - Data from NIST Standard Reference Database 69: NIST Chemistry WebBook
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