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 thermochemistry data
Go To: Top, Condensed phase thermochemistry data, Phase change 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 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 | -22.63 ± 0.15 | kcal/mol | Ccb | Sinke and Hildenbrand, 1962 | Reanalyzed by Cox and Pilcher, 1970, Original value = -22.17 ± 0.26 kcal/mol; ALS |
ΔfH°gas | -27.99 | kcal/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 | 68.69 ± 0.20 | cal/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 (cal/mol*K) | Temperature (K) | Reference | Comment |
---|---|---|---|
9.498 | 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 |
11.15 | 150. | ||
12.97 | 200. | ||
16.15 | 273.15 | ||
17.34 ± 0.029 | 298.15 | ||
17.43 | 300. | ||
22.23 | 400. | ||
26.527 | 500. | ||
30.153 | 600. | ||
33.196 | 700. | ||
35.774 | 800. | ||
37.980 | 900. | ||
39.878 | 1000. | ||
41.515 | 1100. | ||
42.930 | 1200. | ||
44.154 | 1300. | ||
45.217 | 1400. | ||
46.142 | 1500. | ||
47.968 | 1750. | ||
49.307 | 2000. | ||
50.287 | 2250. | ||
51.028 | 2500. | ||
51.601 | 2750. | ||
52.055 | 3000. |
Condensed phase thermochemistry data
Go To: Top, Gas phase thermochemistry data, Phase change 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 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 | -29.30 ± 0.15 | kcal/mol | Ccb | Sinke and Hildenbrand, 1962 | Reanalyzed by Cox and Pilcher, 1970, Original value = -28.84 ± 0.26 kcal/mol; ALS |
ΔfH°liquid | -34.6 | kcal/mol | Ccb | Moureu and Dode, 1937 | ALS |
Quantity | Value | Units | Method | Reference | Comment |
ΔcH°liquid | -458.28 ± 0.26 | kcal/mol | Ccb | Sinke and Hildenbrand, 1962 | Corresponding ΔfHºliquid = -28.82 kcal/mol (simple calculation by NIST; no Washburn corrections); ALS |
ΔcH°liquid | -452.5 | kcal/mol | Ccb | Moureu and Dode, 1937 | Corresponding ΔfHºliquid = -34.6 kcal/mol (simple calculation by NIST; no Washburn corrections); ALS |
ΔcH°liquid | -450.5 | kcal/mol | Ccb | Zubow and Swietoslawski, 1925 | Corresponding ΔfHºliquid = -36.6 kcal/mol (simple calculation by NIST; no Washburn corrections); ALS |
Quantity | Value | Units | Method | Reference | Comment |
S°liquid | 46.910 | cal/mol*K | N/A | Oetting F.L., 1964 | DH |
S°liquid | 46.51 | cal/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 (cal/mol*K) | Temperature (K) | Reference | Comment |
---|---|---|---|
29.204 | 300. | Tan, Zhou, et al., 1982 | T = 170 to 325 K.; DH |
29.90 | 298.15 | Beaumont, Clegg, et al., 1966 | T = 90 to 300 K.; DH |
Phase change data
Go To: Top, Gas phase thermochemistry data, Condensed phase thermochemistry 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 as indicated in comments:
BS - Robert L. Brown and Stephen E. Stein
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
DH - Eugene S. Domalski and Elizabeth D. Hearing
Quantity | Value | Units | Method | Reference | Comment |
---|---|---|---|---|---|
Tboil | 308.0 ± 0.3 | K | AVG | N/A | Average of 6 values; Individual data points |
Quantity | Value | Units | Method | Reference | Comment |
Tfus | 161.02 | K | N/A | McDonald, Shrader, et al., 1959 | Uncertainty assigned by TRC = 0.05 K; TRC |
Quantity | Value | Units | Method | Reference | Comment |
Ttriple | 161.22 | K | N/A | Wilhoit, Chao, et al., 1985 | Uncertainty assigned by TRC = 0.05 K; TRC |
Ttriple | 161.25 | K | N/A | Beaumont, Clegg, et al., 1966, 2 | Uncertainty assigned by TRC = 0.02 K; TRC |
Ttriple | 161.22 | K | N/A | Oetting, 1964 | Uncertainty assigned by TRC = 0.02 K; TRC |
Quantity | Value | Units | Method | Reference | Comment |
Tc | 488.2 | K | N/A | Rutenberg and Shakhova, 1973 | Uncertainty assigned by TRC = 5. K; Visual, Vp; TRC |
Tc | 482.3 | K | N/A | Kobe, Ravicz, et al., 1956 | Uncertainty assigned by TRC = 1. K; TRC |
Quantity | Value | Units | Method | Reference | Comment |
Pc | 53.69 | atm | N/A | Rutenberg and Shakhova, 1973 | Uncertainty assigned by TRC = 0.99995 atm; TRC |
Pc | 48.5847 | atm | N/A | Kobe, Ravicz, et al., 1956 | Uncertainty assigned by TRC = 0.3402 atm; TRC |
Quantity | Value | Units | Method | Reference | Comment |
Vc | 0.195 | l/mol | N/A | Rutenberg and Shakhova, 1973 | Uncertainty assigned by TRC = 0.002 l/mol; TRC |
Vc | 0.186 | l/mol | N/A | Kobe, Ravicz, et al., 1956 | Uncertainty assigned by TRC = 0.005 l/mol; TRC |
Quantity | Value | Units | Method | Reference | Comment |
ρc | 5.15 | mol/l | N/A | Rutenberg and Shakhova, 1973 | Uncertainty assigned by TRC = 0.1 mol/l; TRC |
Quantity | Value | Units | Method | Reference | Comment |
ΔvapH° | 6.766 | kcal/mol | N/A | Majer and Svoboda, 1985 | |
ΔvapH° | 6.67 | kcal/mol | C | Sinke and Hildenbrand, 1962 | ALS |
ΔvapH° | 6.67 | kcal/mol | N/A | Sinke and Hildenbrand, 1962 | DRB |
ΔvapH° | 6.67 | kcal/mol | C | Sinke and Hildenbrand, 1962, 2 | AC |
Enthalpy of vaporization
ΔvapH (kcal/mol) | Temperature (K) | Method | Reference | Comment |
---|---|---|---|---|
6.537 | 307.7 | N/A | Majer and Svoboda, 1985 | |
7.55 | 240. | A | Stephenson and Malanowski, 1987 | Based on data from 225. to 308. K. See also Dykyj, 1970.; AC |
6.81 | 307. | N/A | Bott and Sadler, 1966 | Based on data from 292. to 345. K.; AC |
7.19 | 264. | N/A | McDonald, Shrader, et al., 1959, 2 | Based on data from 249. to 308. K.; AC |
6.74 | 303. | N/A | Moor, Kanep, et al., 1937 | Based on data from 285. to 322. K.; AC |
7.86 | 273. | N/A | Kireev and Popov, 1935 | Based on data from 243. to 306. K.; AC |
Antoine Equation Parameters
log10(P) = A − (B / (T + C))
P = vapor pressure (atm)
T = temperature (K)
View plot Requires a JavaScript / HTML 5 canvas capable browser.
Temperature (K) | A | B | C | Reference | Comment |
---|---|---|---|---|---|
292. to 345.0 | 3.54475 | 802.487 | -81.348 | Bott and Sadler, 1966, 2 | Coefficents calculated by NIST from author's data. |
199.70 to 307.38 | 4.08916 | 1065.27 | -46.867 | McDonald, Shrader, et al., 1959, 2 |
Enthalpy of fusion
ΔfusH (kcal/mol) | Temperature (K) | Reference | Comment |
---|---|---|---|
1.5614 | 161.22 | Oetting F.L., 1964 | DH |
1.57 | 161.3 | Domalski and Hearing, 1996 | AC |
1.570 | 161.25 | Beaumont, Clegg, et al., 1966 | DH |
Entropy of fusion
ΔfusS (cal/mol*K) | Temperature (K) | Reference | Comment |
---|---|---|---|
9.685 | 161.22 | Oetting F.L., 1964 | DH |
9.737 | 161.25 | Beaumont, Clegg, et al., 1966 | DH |
References
Go To: Top, Gas phase thermochemistry data, Condensed phase thermochemistry data, Phase change data, 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]
McDonald, Shrader, et al., 1959
McDonald, R.A.; Shrader, S.A.; Stull, D.R.,
Vapor Pressures and Freezing Points of 30 Organics,
J. Chem. Eng. Data, 1959, 4, 311. [all data]
Wilhoit, Chao, et al., 1985
Wilhoit, R.C.; Chao, J.; Hall, K.R.,
Thermodynamic Properties of Key Organic Compounds in the Carbon Range C1 to C4. Part 1. Properties of Condensed Phases,
J. Phys. Chem. Ref. Data, 1985, 14, 1. [all data]
Beaumont, Clegg, et al., 1966, 2
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. [all data]
Oetting, 1964
Oetting, F.L.,
Low temperature heat capacity and related thermodynamic functions of propylene oxide,
J. Chem. Phys., 1964, 41, 149-53. [all data]
Rutenberg and Shakhova, 1973
Rutenberg, O.L.; Shakhova, S.F.,
The p-v-t relation on the boundary curve for epoxypropane,
Russ. J. Phys. Chem. (Engl. Transl.), 1973, 47, 124-5. [all data]
Kobe, Ravicz, et al., 1956
Kobe, K.A.; Ravicz, A.E.; Vohra, S.P.,
Critical Properties and Vapor Pressures of Some Ethers and Heterocyclic Compounds,
J. Chem. Eng. Data, 1956, 1, 50. [all data]
Majer and Svoboda, 1985
Majer, V.; Svoboda, V.,
Enthalpies of Vaporization of Organic Compounds: A Critical Review and Data Compilation, Blackwell Scientific Publications, Oxford, 1985, 300. [all data]
Sinke and Hildenbrand, 1962, 2
Sinke, G.C.; Hildenbrand, D.L.,
Heat of Formation of Propylene Oxide.,
J. Chem. Eng. Data, 1962, 7, 1, 74-74, https://doi.org/10.1021/je60012a022
. [all data]
Stephenson and Malanowski, 1987
Stephenson, Richard M.; Malanowski, Stanislaw,
Handbook of the Thermodynamics of Organic Compounds, 1987, https://doi.org/10.1007/978-94-009-3173-2
. [all data]
Dykyj, 1970
Dykyj, J.,
Petrochemica, 1970, 10, 2, 51. [all data]
Bott and Sadler, 1966
Bott, T.R.; Sadler, H.N.,
Vapor Pressure of Propylene Oxide.,
J. Chem. Eng. Data, 1966, 11, 1, 25-25, https://doi.org/10.1021/je60028a005
. [all data]
McDonald, Shrader, et al., 1959, 2
McDonald, R.A.; Shrader, S.A.; Stull, D.R.,
Vapor Pressures and Freezing Points of Thirty Pure Organic Compounds.,
J. Chem. Eng. Data, 1959, 4, 4, 311-313, https://doi.org/10.1021/je60004a009
. [all data]
Moor, Kanep, et al., 1937
Moor, V.G.; Kanep, E.K.; Dobkin, I.E.,
Trans. Exptl. Research Lab. Khemgas, Materials on Cracking and Chemical Treatment of Cracking Products U.S.S.R., 1937, 3, 320. [all data]
Kireev and Popov, 1935
Kireev, V.A.; Popov, A.A.,
Russ. J. Gen. Chem., 1935, 5, 1399. [all data]
Bott and Sadler, 1966, 2
Bott, T.R.; Sadler, H.N.,
Vapor Pressure of Propylene Oxide,
J. Chem. Eng. Data, 1966, 11, 1, 25-30, https://doi.org/10.1021/je60028a005
. [all data]
Domalski and Hearing, 1996
Domalski, Eugene S.; Hearing, Elizabeth D.,
Heat Capacities and Entropies of Organic Compounds in the Condensed Phase. Volume III,
J. Phys. Chem. Ref. Data, 1996, 25, 1, 1, https://doi.org/10.1063/1.555985
. [all data]
Notes
Go To: Top, Gas phase thermochemistry data, Condensed phase thermochemistry data, Phase change data, References
- Symbols used in this document:
Cp,gas Constant pressure heat capacity of gas Cp,liquid Constant pressure heat capacity of liquid Pc Critical pressure S°gas Entropy of gas at standard conditions S°liquid Entropy of liquid at standard conditions Tboil Boiling point Tc Critical temperature Tfus Fusion (melting) point Ttriple Triple point temperature Vc Critical volume 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 ΔfusH Enthalpy of fusion ΔfusS Entropy 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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