2-Propynoic acid, methyl ester
- Formula: C4H4O2
- Molecular weight: 84.0734
- IUPAC Standard InChI: InChI=1S/C4H4O2/c1-3-4(5)6-2/h1H,2H3
- IUPAC Standard InChIKey: IMAKHNTVDGLIRY-UHFFFAOYSA-N
- CAS Registry Number: 922-67-8
- 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: Propiolic acid, methyl ester; Methyl acetylenecarboxylate; Methyl ethynecarboxylate; Methyl propiolate; Methyl propynoate; Acetylenecarboxylic acid methyl ester; Propynoic acid, methyl ester; NSC 154164
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Phase change data
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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
AC - William E. Acree, Jr., James S. Chickos
| Quantity | Value | Units | Method | Reference | Comment |
|---|---|---|---|---|---|
| Tboil | 377.2 | K | N/A | Aldrich Chemical Company Inc., 1990 | BS |
| Tboil | 376. - 378. | K | N/A | Farchan Laboratories, 1990 | BS |
| Quantity | Value | Units | Method | Reference | Comment |
| ΔvapH° | 28.9 | kJ/mol | CGC | Chickos, Hosseini, et al., 1995 | Based on data from 313. - 363. K.; AC |
| ΔvapH° | 35.6 ± 0.4 | kJ/mol | GC | Azandegbe, 1987 | AC |
| ΔvapH° | 36.3 ± 0.3 | kJ/mol | GCC | Fuchs and Peacock, 1980 | AC |
| ΔvapH° | 35.9 ± 0.1 | kJ/mol | C | Svoboda, Uchytilová, et al., 1980 | AC |
| ΔvapH° | 35.8 ± 0.1 | kJ/mol | C | Sunner, Svensson, et al., 1979 | AC |
Enthalpy of vaporization
| ΔvapH (kJ/mol) | Temperature (K) | Method | Reference | Comment |
|---|---|---|---|---|
| 39.1 | 246. | A | Stephenson and Malanowski, 1987 | Based on data from 231. - 353. K.; AC |
| 32.8 | 368. | A | Stephenson and Malanowski, 1987 | Based on data from 353. - 486. K.; AC |
| 35.9 | 308. | A | Stephenson and Malanowski, 1987 | Based on data from 293. - 353. K. See also Polák and Mertl, 1965.; AC |
| 34.9 ± 0.1 | 313. | C | Svoboda, Uchytilová, et al., 1980 | AC |
| 34.2 ± 0.1 | 326. | C | Svoboda, Veselý, et al., 1977 | AC |
| 33.8 ± 0.1 | 331. | C | Svoboda, Veselý, et al., 1977 | AC |
| 32.8 ± 0.1 | 344. | C | Svoboda, Veselý, et al., 1977 | AC |
| 32.1 ± 0.1 | 355. | C | Svoboda, Veselý, et al., 1977 | AC |
| 31.5 ± 0.1 | 363. | C | Svoboda, Veselý, et al., 1977 | AC |
References
Go To: Top, Phase change 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]
Farchan Laboratories, 1990
Farchan Laboratories,
Research Chemicals Catalog, Farchan Laboratories, Gainesville, FL, 1990, 91. [all data]
Chickos, Hosseini, et al., 1995
Chickos, James S.; Hosseini, Sarah; Hesse, Donald G.,
Determination of vaporization enthalpies of simple organic molecules by correlations of changes in gas chromatographic net retention times,
Thermochimica Acta, 1995, 249, 41-62, https://doi.org/10.1016/0040-6031(95)90670-3
. [all data]
Azandegbe, 1987
Azandegbe, E.C.,
Analusis, 1987, 15, 370. [all data]
Fuchs and Peacock, 1980
Fuchs, Richard; Peacock, L. Alan,
Heats of vaporization of esters by the gas chromatography--calorimetry method,
Can. J. Chem., 1980, 58, 24, 2796-2799, https://doi.org/10.1139/v80-447
. [all data]
Svoboda, Uchytilová, et al., 1980
Svoboda, Václav; Uchytilová, Vera; Majer, Vladimír; Pick, Jirí,
Heats of vaporization of alkyl esters of formic, acetic and propionic acids,
Collect. Czech. Chem. Commun., 1980, 45, 12, 3233-3240, https://doi.org/10.1135/cccc19803233
. [all data]
Sunner, Svensson, et al., 1979
Sunner, S.; Svensson, Ch.; Zelepuga, A.S.,
Enthalpies of vaporization at 298.15 K for some 2-alkanones and methyl alkanoates,
J. Chem. Thermodyn., 1979, 11, 491-495. [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]
Polák and Mertl, 1965
Polák, J.; Mertl, I.,
Saturated vapour pressure of methyl acetate, ethyl acetate, n-propyl acetate, methyl propionate, and ethyl propionate,
Collect. Czech. Chem. Commun., 1965, 30, 10, 3526-3528, https://doi.org/10.1135/cccc19653526
. [all data]
Svoboda, Veselý, et al., 1977
Svoboda, V.; Veselý, F.; Holub, R.; Pick, J.,
Heats of vaporization of alkyl acetates and propionates,
Collect. Czech. Chem. Commun., 1977, 42, 3, 943-951, https://doi.org/10.1135/cccc19770943
. [all data]
Notes
Go To: Top, Phase change data, References
- Symbols used in this document:
Tboil Boiling point ΔvapH Enthalpy of vaporization ΔvapH° Enthalpy of vaporization at standard conditions - Data from NIST Standard Reference Database 69: NIST Chemistry WebBook
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