2-Propenoic acid
- Formula: C3H4O2
- Molecular weight: 72.0627
- IUPAC Standard InChI: InChI=1S/C3H4O2/c1-2-3(4)5/h2H,1H2,(H,4,5)
- IUPAC Standard InChIKey: NIXOWILDQLNWCW-UHFFFAOYSA-N
- CAS Registry Number: 79-10-7
- 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. - Other names: Acrylic acid; Acroleic acid; Ethylenecarboxylic acid; Propenoic acid; Vinylformic acid; CH2=CHCOOH; Propene acid; Kyselina akrylova; Rcra waste number U008; Glacial acrylic acid; NSC 4765
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Phase change data
Go To: Top, 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
DH - Eugene S. Domalski and Elizabeth D. Hearing
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
| Quantity | Value | Units | Method | Reference | Comment |
|---|---|---|---|---|---|
| Tboil | 412.2 | K | N/A | Aldrich Chemical Company Inc., 1990 | BS |
| Tboil | 414.8 | K | N/A | Weast and Grasselli, 1989 | BS |
| Quantity | Value | Units | Method | Reference | Comment |
| Tfus | 285.7 | K | N/A | Karabaev, Saidov, et al., 1985 | DH |
| Tfus | 285.7 | K | N/A | Karabaev, Abduzhaminov, et al., 1985 | Uncertainty assigned by TRC = 0.2 K; TRC |
| Tfus | 285.3 | K | N/A | Anonymous, 1957 | Uncertainty assigned by TRC = 0.6 K; TRC |
| Tfus | 285.45 | K | N/A | Moureu and Boutaric, 1920 | Uncertainty assigned by TRC = 0.5 K; TRC |
| Tfus | 290. | K | N/A | Riiber and Schetelig, 1904 | Uncertainty assigned by TRC = 1. K; TRC |
| Quantity | Value | Units | Method | Reference | Comment |
| Tc | 616.57 | K | N/A | D'Souza and Teja, 1987 | Uncertainty assigned by TRC = 3. K; Ambrose's procedure; TRC |
| Quantity | Value | Units | Method | Reference | Comment |
| Pc | 51.7417 | atm | N/A | D'Souza and Teja, 1987 | Uncertainty assigned by TRC = 0.987 atm; Ambrose's procedure; TRC |
| Quantity | Value | Units | Method | Reference | Comment |
| ΔvapH° | 12.7 ± 1.0 | kcal/mol | C | Van-chin-syan, Kochubei, et al., 1996 | ALS |
| ΔvapH° | 12.7 | kcal/mol | N/A | Van-chin-syan, Kochubei, et al., 1996 | DRB |
| ΔvapH° | 12.7 ± 1.0 | kcal/mol | C | Van-Chin-Syan, Kochubei, et al., 1996 | AC |
| ΔvapH° | 13.7 | kcal/mol | N/A | Vilcu and Perisanu, 1980 | AC |
| ΔvapH° | 13.70 ± 0.30 | kcal/mol | V | Vilcu and Perisanu, 1980, 2 | ALS |
Enthalpy of vaporization
| ΔvapH (kcal/mol) | Temperature (K) | Method | Reference | Comment |
|---|---|---|---|---|
| 10.8 | 356. | A | Stephenson and Malanowski, 1987 | Based on data from 341. to 414. K. See also Linek and Wichterle, 1973.; AC |
| 7.82 | 308. | N/A | Gubkov, Fermor, et al., 1964 | Based on data from 293. to 343. 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 |
|---|---|---|---|---|---|
| 293. to 343. | 2.69036 | 621.275 | -121.929 | Gubkov, Fermor, et al., 1964, 2 | Coefficents calculated by NIST from author's data. |
Enthalpy of fusion
| ΔfusH (kcal/mol) | Temperature (K) | Reference | Comment |
|---|---|---|---|
| 2.2729 | 285.7 | Karabaev, Abduzhaminov, et al., 1985, 2 | DH |
| 2.667 | 285.5 | Acree, 1991 | AC |
Entropy of fusion
| ΔfusS (cal/mol*K) | Temperature (K) | Reference | Comment |
|---|---|---|---|
| 7.96 | 285.7 | Karabaev, Abduzhaminov, et al., 1985, 2 | DH |
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]
Weast and Grasselli, 1989
CRC Handbook of Data on Organic Compounds, 2nd Editon, Weast,R.C and Grasselli, J.G., ed(s)., CRC Press, Inc., Boca Raton, FL, 1989, 1. [all data]
Karabaev, Saidov, et al., 1985
Karabaev, M.; Saidov, A.A.; Abduzhaminov, T.P.; Kenisarin, M.M.,
Heat capacity and molecular kinetic processes of condensed phase acrylates and methacrylates, Izv. Akad. Nauk UzSSR,
Ser. Fiz.-Math., 1985, (6), 51-54. [all data]
Karabaev, Abduzhaminov, et al., 1985
Karabaev, M.K.; Abduzhaminov, T.P.; Kenisarin, M.M.; Saidov, A.A.,
Thermodynamics of the crystal-liquid phase transition in acrylates and methacrylates.,
Izv. Akad. Nauk Uzb. SSR Ser., Fiz-Mat. Nauk, 1985, 1985, No. 5, 74-7. [all data]
Anonymous, 1957
Anonymous, R.,
, Am. Pet. Inst. Res. Proj. 6, Carnegie-Mellon Univ., 1957. [all data]
Moureu and Boutaric, 1920
Moureu, C.; Boutaric, A.,
Some Physico-Chemical Constants of Acrylic Acid,
J. Chim. Phys. Phys.-Chim. Biol., 1920, 18, 348-52. [all data]
Riiber and Schetelig, 1904
Riiber, C.N.; Schetelig,
Z. Phys. Chem., Stoechiom. Verwandtschaftsl., 1904, 48, 345. [all data]
D'Souza and Teja, 1987
D'Souza, R.; Teja, A.S.,
The prediction of the vapor pressures of carboxylic acids,
Chem. Eng. Commun., 1987, 61, 13. [all data]
Van-chin-syan, Kochubei, et al., 1996
Van-chin-syan, Yu.Ya.; Kochubei, V.V.; Sergeev, V.V.; Raevskii, Yu.A.; Gerasimchuk, S.I.; Kotovich, Kh.Z.,
Thermodynamic properties of some acids and aldehydes of the acrylic series,
Sov. J. Chem. Phys. (Engl. Transl.), 1996, 70, 1789-1794, In original 1932. [all data]
Van-Chin-Syan, Kochubei, et al., 1996
Van-Chin-Syan, Yu.Ya.; Kochubei, V.V.; Sergeev, V.V.; Raevskii, Yu.A.; Gerasimchuk, S.I.; Kotovich, Kh.Z.,
Thermodynamic properties of some acrylic-series acids and aldehydes,
Zh. Fiz. Khim., 1996, 70, 11, 1932. [all data]
Vilcu and Perisanu, 1980
Vilcu, R.; Perisanu, S.,
Rev. Roum. Chim., 1980, 25, 619. [all data]
Vilcu and Perisanu, 1980, 2
Vilcu, R.; Perisanu, S.,
The ideal gas state enthalpies of formation of some monomers,
Rev. Roum. Chim., 1980, 25, 619-624. [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]
Linek and Wichterle, 1973
Linek, J.; Wichterle, I.,
Liquid-vapour equilibrium. LIX. The systems diisopropyl ether-acrylic acid, isopropyl acetate-acrylic acid, acrylic acid-2-ethylhexanol and methyl isobutyl ketone-acrylic acid,
Collect. Czech. Chem. Commun., 1973, 38, 7, 1846-1852, https://doi.org/10.1135/cccc19731846
. [all data]
Gubkov, Fermor, et al., 1964
Gubkov, A.N.; Fermor, N.A.; Smirnov, N.I.,
Zh. Prikl. Khim. (S.-Peterburg), 1964, 37, 2204. [all data]
Gubkov, Fermor, et al., 1964, 2
Gubkov, A.N.; Fermor, N.A.; Smirnov, N.I.,
Vapor Pressure of Mono-Poly Systems,
Zh. Prikl. Khim. (Leningrad), 1964, 37, 2204-2210. [all data]
Karabaev, Abduzhaminov, et al., 1985, 2
Karabaev, M.K.; Abduzhaminov, T.P.; Kenisarin, M.M.; Saidov, A.A.,
Thermodynamics of the crystal-liquid phase transition in acrylates and methacrylates, Izv. Akad. Nauk Uzb. SSR,
Ser. Fiz.-Mat. Nauk, 1985, (5), 74-77. [all data]
Acree, 1991
Acree, William E.,
Thermodynamic properties of organic compounds: enthalpy of fusion and melting point temperature compilation,
Thermochimica Acta, 1991, 189, 1, 37-56, https://doi.org/10.1016/0040-6031(91)87098-H
. [all data]
Notes
Go To: Top, Phase change data, References
- Symbols used in this document:
Pc Critical pressure Tboil Boiling point Tc Critical temperature Tfus Fusion (melting) point ΔfusH Enthalpy of fusion ΔfusS Entropy of fusion 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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