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
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Stereoisomers:
- Oxirane, methyl-, (S)-
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

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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
Δ_fH°_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
Δ_fH°_gas	-117.1	kJ/mol	N/A	Moureu and Dode, 1937	Value computed using Δ_fH_liquid° value of -145.0 kj/mol from Moureu and Dode, 1937 and Δ_vapH° 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

C_p,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.

Phase change data

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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
T_boil	308.0 ± 0.3	K	AVG	N/A	Average of 6 values; Individual data points
Quantity	Value	Units	Method	Reference	Comment
T_fus	161.02	K	N/A	McDonald, Shrader, et al., 1959	Uncertainty assigned by TRC = 0.05 K; TRC
Quantity	Value	Units	Method	Reference	Comment
T_triple	161.22	K	N/A	Wilhoit, Chao, et al., 1985	Uncertainty assigned by TRC = 0.05 K; TRC
T_triple	161.25	K	N/A	Beaumont, Clegg, et al., 1966	Uncertainty assigned by TRC = 0.02 K; TRC
T_triple	161.22	K	N/A	Oetting, 1964	Uncertainty assigned by TRC = 0.02 K; TRC
Quantity	Value	Units	Method	Reference	Comment
T_c	488.2	K	N/A	Rutenberg and Shakhova, 1973	Uncertainty assigned by TRC = 5. K; Visual, Vp; TRC
T_c	482.3	K	N/A	Kobe, Ravicz, et al., 1956	Uncertainty assigned by TRC = 1. K; TRC
Quantity	Value	Units	Method	Reference	Comment
P_c	54.40	bar	N/A	Rutenberg and Shakhova, 1973	Uncertainty assigned by TRC = 1.0132 bar; TRC
P_c	49.2284	bar	N/A	Kobe, Ravicz, et al., 1956	Uncertainty assigned by TRC = 0.3447 bar; TRC
Quantity	Value	Units	Method	Reference	Comment
V_c	0.195	l/mol	N/A	Rutenberg and Shakhova, 1973	Uncertainty assigned by TRC = 0.002 l/mol; TRC
V_c	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
ρ_c	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
Δ_vapH°	28.31	kJ/mol	N/A	Majer and Svoboda, 1985
Δ_vapH°	27.9	kJ/mol	C	Sinke and Hildenbrand, 1962	ALS
Δ_vapH°	27.9	kJ/mol	N/A	Sinke and Hildenbrand, 1962	DRB
Δ_vapH°	27.9	kJ/mol	C	Sinke and Hildenbrand, 1962, 2	AC

Enthalpy of vaporization

Δ_vapH (kJ/mol)	Temperature (K)	Method	Reference	Comment
27.35	307.7	N/A	Majer and Svoboda, 1985
31.6	240.	A	Stephenson and Malanowski, 1987	Based on data from 225. to 308. K. See also Dykyj, 1970.; AC
28.5	307.	N/A	Bott and Sadler, 1966	Based on data from 292. to 345. K.; AC
30.1	264.	N/A	McDonald, Shrader, et al., 1959, 2	Based on data from 249. to 308. K.; AC
28.2	303.	N/A	Moor, Kanep, et al., 1937	Based on data from 285. to 322. K.; AC
32.9	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 (bar)
T = temperature (K)

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Temperature (K)	A	B	C	Reference	Comment
292. to 345.0	3.55046	802.487	-81.348	Bott and Sadler, 1966, 2	Coefficents calculated by NIST from author's data.
199.70 to 307.38	4.09487	1065.27	-46.867	McDonald, Shrader, et al., 1959, 2

Enthalpy of fusion

Δ_fusH (kJ/mol)	Temperature (K)	Reference	Comment
6.5329	161.22	Oetting F.L., 1964	DH
6.57	161.3	Domalski and Hearing, 1996	AC
6.569	161.25	Beaumont, Clegg, et al., 1966, 2	DH

Entropy of fusion

Δ_fusS (J/mol*K)	Temperature (K)	Reference	Comment
40.52	161.22	Oetting F.L., 1964	DH
40.74	161.25	Beaumont, Clegg, et al., 1966, 2	DH

In addition to the Thermodynamics Research Center (TRC) data available from this site, much more physical and chemical property data is available from the following TRC products:

References

Go To: Top, Gas phase thermochemistry data, Phase change data, Notes

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]

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
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]

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, 401-416. [all data]

Notes

Go To: Top, Gas phase thermochemistry data, Phase change data, References

Symbols used in this document:

C_p,gas	Constant pressure heat capacity of gas
P_c	Critical pressure
S°_gas	Entropy of gas at standard conditions
T_boil	Boiling point
T_c	Critical temperature
T_fus	Fusion (melting) point
T_triple	Triple point temperature
V_c	Critical volume
Δ_fH°_gas	Enthalpy of formation of gas at standard conditions
Δ_fusH	Enthalpy of fusion
Δ_fusS	Entropy of fusion
Δ_vapH	Enthalpy of vaporization
Δ_vapH°	Enthalpy of vaporization at standard conditions
ρ_c	Critical density

Data from NIST Standard Reference Database 69: NIST Chemistry WebBook
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