Methyl propionate
- Formula: C4H8O2
- Molecular weight: 88.1051
- IUPAC Standard InChI: InChI=1S/C4H8O2/c1-3-4(5)6-2/h3H2,1-2H3
- IUPAC Standard InChIKey: RJUFJBKOKNCXHH-UHFFFAOYSA-N
- CAS Registry Number: 554-12-1
- 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: Propanoic acid, methyl ester; Propionic acid, methyl ester; Methyl propanoate; Methyl propylate; C2H5COOCH3; Propionate de methyle; Methylester kyseliny propionove; UN 1248; Methyl ester of propanoic acid; NSC 9375
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Condensed phase thermochemistry data
Go To: Top, 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 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 |
|---|---|---|---|---|---|
| ΔcH°liquid | -536.9 | kcal/mol | Ccb | Schjanberg, 1935 | Corresponding ΔfHºliquid = -112.6 kcal/mol (simple calculation by NIST; no Washburn corrections); ALS |
Constant pressure heat capacity of liquid
| Cp,liquid (cal/mol*K) | Temperature (K) | Reference | Comment |
|---|---|---|---|
| 40.920 | 298.15 | Pintos, Bravo, et al., 1988 | DH |
| 41.730 | 301.45 | Zabransky, Hynek, et al., 1987 | T = 296 to 342 K. Unsmoothed experimental datum.; DH |
| 41.286 | 298.15 | Jimenez, Romani, et al., 1986 | DH |
| 40.918 | 298.15 | Baluja, Bravo, et al., 1985 | DH |
| 42.04 | 298.38 | Guseinov, Shubin, et al., 1984 | T = 205 to 348 K. Unsmoothed experimental datum.; DH |
| 41.63 | 298.15 | Fuchs, 1979 | DH |
Reaction thermochemistry data
Go To: Top, 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 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
+
=
+ 2
By formula: C6H14O3 + H2O = C4H8O2 + 2CH4O
| Quantity | Value | Units | Method | Reference | Comment |
|---|---|---|---|---|---|
| ΔrH° | -6.244 ± 0.016 | kcal/mol | Cm | Wiberg, Martin, et al., 1985 | liquid phase; solvent: Aqueous dioxane |
| ΔrH° | -12.37 ± 0.13 | kcal/mol | Eqk | Guthrie and Cullimore, 1980 | liquid phase |
| ΔrH° | -6.280 ± 0.017 | kcal/mol | Cm | Wiberg, 1980 | liquid phase; solvent: Water; Hydrolysis |
2 +
=
By formula: 2H2 + C4H4O2 = C4H8O2
| Quantity | Value | Units | Method | Reference | Comment |
|---|---|---|---|---|---|
| ΔrH° | -79.1 ± 1.1 | kcal/mol | Chyd | Flitcroft and Skinner, 1958 | liquid phase; solvent: Ethanol |
+
=
+
By formula: C4H8O2 + H2O = CH4O + C3H6O2
| Quantity | Value | Units | Method | Reference | Comment |
|---|---|---|---|---|---|
| ΔrH° | -14.38 ± 0.22 | kcal/mol | Eqk | Guthrie and Cullimore, 1980 | liquid phase |
+
=
By formula: H2 + C4H6O2 = C4H8O2
| Quantity | Value | Units | Method | Reference | Comment |
|---|---|---|---|---|---|
| ΔrH° | -119.8 | kcal/mol | Chyd | Veselova and Sul'man, 1980 | liquid phase |
References
Go To: Top, Condensed phase thermochemistry data, Reaction thermochemistry data, Notes
Data compilation copyright by the U.S. Secretary of Commerce on behalf of the U.S.A. All rights reserved.
Schjanberg, 1935
Schjanberg, E.,
Die Verbrennungswarmen und die Refraktionsdaten einiger chlorsubstituierter Fettsauren und Ester.,
Z. Phys. Chem. Abt. A, 1935, 172, 197-233. [all data]
Pintos, Bravo, et al., 1988
Pintos, M.; Bravo, R.; Baluja, M.C.; Paz Andrade, M.I.; Roux-Desgranges, G.; Grolier, J.-P.E.,
Can. J. Chem., 1988, 1179. [all data]
Zabransky, Hynek, et al., 1987
Zabransky, M.; Hynek, V.; Finkeova-Hastabova, J.; Vesely, F.,
Heat capacities of six liquid esters as a function of temperature,
Coll. Czech. Chem. Comm., 1987, 52, 251-256. [all data]
Jimenez, Romani, et al., 1986
Jimenez, E.; Romani, L.; Paz Andrade, M.I.; Roux-Desgranges, G.; Grolier, J.-P.E.,
Molar excess heat capacities and volumes for mixtures of alkanoates with cyclohexane at 25°C,
J. Solution Chem., 1986, 15(11), 879-890. [all data]
Baluja, Bravo, et al., 1985
Baluja, M.C.; Bravo, R.; Pintos, M.; Paz Andrade, M.I.; Roux-Desgranges, G.; Grolier, J.-P.E.,
Unusual dependence on concentration of the excess heat capacities of ester solutions in alkanes,
Calorim. Anal. Therm., 1985, 16, 138-144. [all data]
Guseinov, Shubin, et al., 1984
Guseinov, K.D.; Shubin, V.V.; Klimova, T.F.,
Study of the enthalpy of liquid propionate esters, Izv. Vyssh. Uchebn. Zaved,
Neft. Gaz, 1984, 27(8), 54-57. [all data]
Fuchs, 1979
Fuchs, R.,
Heat capacities of some liquid aliphatic, alicyclic, and aromatic esters at 298.15 K,
J. Chem. Thermodyn., 1979, 11, 959-961. [all data]
Wiberg, Martin, et al., 1985
Wiberg, K.B.; Martin, E.J.; Squires, R.R.,
Thermochemical studies of carbonyl compounds. 3. Enthalpies of hydrolysis of ortho esters,
J. Org. Chem., 1985, 50, 4717-4720. [all data]
Guthrie and Cullimore, 1980
Guthrie, J.P.; Cullimore, P.A.,
Effect of the acyl substituent on the equilibrium constant for hydration of esters,
Can. J. Chem., 1980, 58, 1281-1294. [all data]
Wiberg, 1980
Wiberg, K.B.,
Energies of organic compounds,
Rept. DOE-E(11-1)4060 Prepared for US Dept. of Energy by Yale Univ., New Haven, CT. Avail. NTIS, 1980, 1-24. [all data]
Flitcroft and Skinner, 1958
Flitcroft, T.L.; Skinner, H.A.,
Heats of hydrogenation Part 2.-Acetylene derivatives,
Trans. Faraday Soc., 1958, 54, 47-53. [all data]
Veselova and Sul'man, 1980
Veselova, M.E.; Sul'man, E.M.,
Effect of the chemical structure of α,β-unsaturated esters and ketones on the selectivity of their hydrogenation,
Svoistva Veshchestv i Stroenie Molekul, Kalinin, 1980, 140-143. [all data]
Notes
Go To: Top, Condensed phase thermochemistry data, Reaction thermochemistry data, References
- Symbols used in this document:
Cp,liquid Constant pressure heat capacity of liquid ΔcH°liquid Enthalpy of combustion of liquid at standard conditions ΔrH° Enthalpy of reaction at standard conditions - Data from NIST Standard Reference Database 69: NIST Chemistry WebBook
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