Propylene Carbonate
- Formula: C4H6O3
- Molecular weight: 102.0886
- IUPAC Standard InChIKey: RUOJZAUFBMNUDX-UHFFFAOYSA-N
- CAS Registry Number: 108-32-7
- 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: 1,3-Dioxolan-2-one, 4-methyl-; Carbonic acid, cyclic propylene ester; Cyclic methylethylene carbonate; Cyclic propylene carbonate; Cyclic 1,2-propylene carbonate; Propylene glycol cyclic carbonate; 1-Methylethylene carbonate; 1,2-Propanediol carbonate; 1,2-Propanediol cyclic carbonate; 1,2-Propanediyl carbonate; 1,2-Propylene carbonate; 4-Methyl-1,3-dioxolan-2-one; 1,2-Propylene glycol carbonate; 4-Methyl-1,3-dioxol-2-one; Dipropylene carbonate; 4-Methyldioxalone-2; 4-Methyl-2-oxo-1,3-dioxolane; 1,2-PDC; Propylenester kyseliny uhlicite; Arconate propylene carbonate; PC-HP; Solvenon PC; Texacar PC; Arconate 5000; Carbonic acid cyclic methylethylene ester; Carbonic acid, propylene ester; NSC 11784
- Permanent link for this species. Use this link for bookmarking this species for future reference.
- Information on this page:
- Other data available:
- Options:
Data at NIST subscription sites:
NIST subscription sites provide data under the NIST Standard Reference Data Program, but require an annual fee to access. The purpose of the fee is to recover costs associated with the development of data collections included in such sites. Your institution may already be a subscriber. Follow the links above to find out more about the data in these sites and their terms of usage.
Phase change data
Go To: Top, Reaction thermochemistry data, Gas phase ion energetics 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
AC - William E. Acree, Jr., James S. Chickos
ALS - Hussein Y. Afeefy, Joel F. Liebman, and Stephen E. Stein
DRB - Donald R. Burgess, Jr.
DH - Eugene S. Domalski and Elizabeth D. Hearing
Quantity | Value | Units | Method | Reference | Comment |
---|---|---|---|---|---|
Tboil | 513.2 | K | N/A | Aldrich Chemical Company Inc., 1990 | BS |
Tboil | 515.05 | K | N/A | Rajapakse, Finston, et al., 1986 | Uncertainty assigned by TRC = 0.7 K; TRC |
Quantity | Value | Units | Method | Reference | Comment |
Tfus | 222.95 | K | N/A | Rajapakse, Finston, et al., 1986 | Uncertainty assigned by TRC = 1. K; TRC |
Tfus | 222.95 | K | N/A | Hong, Waksiak, et al., 1982 | Uncertainty assigned by TRC = 0.3 K; TRC |
Tfus | 218.62 | K | N/A | Jones and Aikens, 1982 | Uncertainty assigned by TRC = 0.06 K; TRC |
Quantity | Value | Units | Method | Reference | Comment |
Ttriple | 218.66 | K | N/A | Fujimori and Oguni, 1994 | Uncertainty assigned by TRC = 0.02 K; TRC |
Ttriple | 224.85 | K | N/A | Vasil'ev and Petrov, 1984 | Uncertainty assigned by TRC = 0.02 K; TRC |
Ttriple | 224.85 | K | N/A | Vasil'ev, Korkhov, et al., 1976 | Uncertainty assigned by TRC = 0.02 K; TRC |
Quantity | Value | Units | Method | Reference | Comment |
ΔvapH° | 60. ± 30. | kJ/mol | AVG | N/A | Average of 6 values; Individual data points |
Enthalpy of vaporization
ΔvapH (kJ/mol) | Temperature (K) | Method | Reference | Comment |
---|---|---|---|---|
54.4 | 427. | A | Stephenson and Malanowski, 1987 | Based on data from 412. to 466. K.; AC |
33.8 | 338. | A,MM | Stephenson and Malanowski, 1987 | Based on data from 323. to 370. K. See also Choi and Joncich, 1971.; AC |
57.8 | 383. | EB | Hong, Wakslak, et al., 1982 | Based on data from 368. to 462. K.; AC |
55.2 | 423. | EB | Hong, Wakslak, et al., 1982 | Based on data from 368. to 462. K.; AC |
53.0 | 443. | EB | Hong, Wakslak, et al., 1982 | Based on data from 368. to 462. K.; AC |
55.2 | 323. | N/A | Granzhan and Salganikova, 1972 | Based on data from 293. to 353. K.; AC |
55.229 | 423. | V | Peppel, 1958 | ALS |
Enthalpy of fusion
ΔfusH (kJ/mol) | Temperature (K) | Method | Reference | Comment |
---|---|---|---|---|
9.617 | 224.85 | N/A | Vasil'ev, Korkhov, et al., 1976, 2 | DH |
9.617 | 224.85 | N/A | Vasil'ev and Korkhov, 1974 | DH |
8.96 | 220.3 | DSC | Ding, 2004 | AC |
8.01 | 218.7 | AC | Fujimori and Oguni, 1994, 2 | Based on data from 13. to 300. K.; AC |
9.62 | 218.2 | N/A | Vasil'ev and Korkhov, 1974, 2 | AC |
Entropy of fusion
ΔfusS (J/mol*K) | Temperature (K) | Reference | Comment |
---|---|---|---|
42.8 | 224.85 | Vasil'ev, Korkhov, et al., 1976, 2 | DH |
Reaction thermochemistry data
Go To: Top, Phase change data, Gas phase ion energetics 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 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: C4H6O3 + 2CH4O = C3H8O2 + C3H6O3
Quantity | Value | Units | Method | Reference | Comment |
---|---|---|---|---|---|
ΔrH° | -6.93 | kJ/mol | Kin | Zhang and Luo, 1991 | liquid phase |
Gas phase ion energetics data
Go To: Top, Phase change data, Reaction 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 by: Sharon G. Lias, Rhoda D. Levin, and Sherif A. Kafafi
View reactions leading to C4H6O3+ (ion structure unspecified)
Appearance energy determinations
Ion | AE (eV) | Other Products | Method | Reference | Comment |
---|---|---|---|---|---|
C4H6O3+ | 10.52 | ? | PE | Yokoyama, Jinno, et al., 1974 |
References
Go To: Top, Phase change data, Reaction thermochemistry data, Gas phase ion energetics data, Notes
Data compilation copyright by the U.S. Secretary of Commerce on behalf of the U.S.A. All rights reserved.
Aldrich Chemical Company Inc., 1990
Aldrich Chemical Company Inc.,
Catalog Handbook of Fine Chemicals, Aldrich Chemical Company, Inc., Milwaukee WI, 1990, 1. [all data]
Rajapakse, Finston, et al., 1986
Rajapakse, N.; Finston, H.L.; Fried, V.,
J. Chem. Eng. Data, 1986, 31, 408. [all data]
Hong, Waksiak, et al., 1982
Hong, C.S.; Waksiak, R.; Finston, H.; Fried, V.,
Some Thermodynamic Properties of Systems Containing Propylene Carbonate and Ethylene Carbonate,
J. Chem. Eng. Data, 1982, 27, 146. [all data]
Jones and Aikens, 1982
Jones, A.R.; Aikens, D.A.,
Propylene carbonate cryoscopy.,
J. Chem. Eng. Data, 1982, 27, 24-5. [all data]
Fujimori and Oguni, 1994
Fujimori, H.; Oguni, M.,
Calorimetric study of D,L-propene carbonate: observation of the β- as well as α-glass transition in the supercooled liquid,
J. Chem. Thermodyn., 1994, 26, 367. [all data]
Vasil'ev and Petrov, 1984
Vasil'ev, I.A.; Petrov, V.M.,
Thermodynamic Properties of Oxygen-containing Organic Compounds, Handbook, Soedinenii: Khimya, Leningrad, p 240, 1984. [all data]
Vasil'ev, Korkhov, et al., 1976
Vasil'ev, I.A.; Korkhov, A.D.; Minkin, D.M.; Rabinovich, I.B.; Sheiman, M.S.; Nistratov, V.P.,
Heat capacity and thermodynamic functions of propylene carbonate.,
Termodin. Org. Soedin., 1976, No. 5, 21. [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]
Choi and Joncich, 1971
Choi, J.K.; Joncich, M.J.,
Heats of combustion, heats of formation and vapor pressures of some organic carbonates. Estimation of carbonate group contribution to heat of formation,
J. Chem. Eng. Data, 1971, 16, 87-90. [all data]
Hong, Wakslak, et al., 1982
Hong, C.S.; Wakslak, R.; Finston, H.; Fried, V.,
Some thermodynamic properties of systems containing propylene carbonate and ethylene carbonate,
J. Chem. Eng. Data, 1982, 27, 2, 146-148, https://doi.org/10.1021/je00028a012
. [all data]
Granzhan and Salganikova, 1972
Granzhan, V.A.; Salganikova, E.A.,
Tr. Nauch. Issled. Proekt. Inst. Azotn. Prom. Prod. Org. Sin., 1972, 16, 85. [all data]
Peppel, 1958
Peppel, W.J.,
Preparation and properties of the alkylene carbonates,
Ind. Eng. Chem., 1958, 50, 767-770. [all data]
Vasil'ev, Korkhov, et al., 1976, 2
Vasil'ev, I.A.; Korkhov, A.D.; Minkin, D.M.; Rabinovich, I.B.; Sheiman, M.S.; Nistratov, V.P.,
Heat capacity and thermodynamic functions for propylene carbonate. Termodin. Org. Soedin., 1976, 21-26. [all data]
Vasil'ev and Korkhov, 1974
Vasil'ev, I.A.; Korkhov, A.D.,
Thermodynamic properties of alkylene carbonates at low temperatures, Tr. Khim. Khim. Tekhnol.,
Gor'kii, 1974, 36, 103-105. [all data]
Ding, 2004
Ding, Michael S.,
Liquid-Solid Phase Equilibria and Thermodynamic Modeling for Binary Organic Carbonates,
J. Chem. Eng. Data, 2004, 49, 2, 276-282, https://doi.org/10.1021/je034134e
. [all data]
Fujimori and Oguni, 1994, 2
Fujimori, Hiroki; Oguni, Masaharu,
Calorimetric study of l,d-propene carbonate: observation of the β- as well as α-glass transition in the supercooled liquid,
The Journal of Chemical Thermodynamics, 1994, 26, 4, 367-378, https://doi.org/10.1006/jcht.1994.1046
. [all data]
Vasil'ev and Korkhov, 1974, 2
Vasil'ev, I.A.; Korkhov, A.D.,
Tr. Khim. Khim. Tekhnol., 1974, 103. [all data]
Zhang and Luo, 1991
Zhang, S.; Luo, Y.,
Kinetics and technological conditions for the synthesis of dimethyl carbonate,
Chem. React. Eng. Tech., 1991, 7, 10-19. [all data]
Yokoyama, Jinno, et al., 1974
Yokoyama, Y.; Jinno, M.; Watanabe, I.; Ikeda, S.,
Identification of accidentally degenerate bands in UV photoelectron spectra of ethylene carbonate and propylene carbonate,
J. Electron Spectrosc. Relat. Phenom., 1974, 5, 1095. [all data]
Notes
Go To: Top, Phase change data, Reaction thermochemistry data, Gas phase ion energetics data, References
- Symbols used in this document:
AE Appearance energy Tboil Boiling point Tfus Fusion (melting) point Ttriple Triple point temperature ΔfusH Enthalpy of fusion ΔfusS Entropy of fusion ΔrH° Enthalpy of reaction at standard conditions ΔvapH Enthalpy of vaporization ΔvapH° Enthalpy of vaporization at standard conditions - Data from NIST Standard Reference Database 69: NIST Chemistry WebBook
- The National Institute of Standards and Technology (NIST) uses its best efforts to deliver a high quality copy of the Database and to verify that the data contained therein have been selected on the basis of sound scientific judgment. However, NIST makes no warranties to that effect, and NIST shall not be liable for any damage that may result from errors or omissions in the Database.
- Customer support for NIST Standard Reference Data products.