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2-Propenoic acid

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Gas phase thermochemistry data

Go To: Top, Condensed phase thermochemistry data, Phase change data, Reaction thermochemistry data, Henry's Law data, Gas phase ion energetics data, IR Spectrum, Mass spectrum (electron ionization), 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
DRB - Donald R. Burgess, Jr.
GT - Glushko Thermocenter, Russian Academy of Sciences, Moscow

Quantity Value Units Method Reference Comment
Deltafgas-330.7 ± 4.2kJ/molCcbVan-chin-syan, Kochubei, et al., 1996ALS
Deltafgas-324.7kJ/molN/AVilcu and Perisanu, 1980Value computed using «DELTA»fHliquid° value of -377.8±9.3 kj/mol from Vilcu and Perisanu, 1980 and «DELTA»vapH° value of 53.1 kj/mol from Van-chin-syan, Kochubei, et al., 1996.; DRB
Deltafgas-336.9 ± 2.3kJ/molEqkGuthrie, 1978ALS

Constant pressure heat capacity of gas

Cp,gas (J/mol*K) Temperature (K) Reference Comment
41.0350.Thermodynamics Research Center, 1997p=1 bar.; GT
45.40100.
52.33150.
61.50200.
76.61273.15
81.80298.15
82.18300.
101.24400.
116.65500.
128.73600.
138.32700.
146.12800.
152.60900.
158.081000.
162.81100.
166.81200.
170.21300.
173.21400.
175.81500.

Condensed phase thermochemistry 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:
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
Deltafliquid-383.8 ± 2.0kJ/molCcbVan-chin-syan, Kochubei, et al., 1996ALS
Deltafliquid-377.8 ± 9.3kJ/molCcbVilcu and Perisanu, 1980ALS
Quantity Value Units Method Reference Comment
Deltacliquid-1368.8 ± 1.8kJ/molCcbVan-chin-syan, Kochubei, et al., 1996Corresponding «DELTA»fliquid = -383.4 kJ/mol (simple calculation by NIST; no Washburn corrections); ALS
Deltacliquid-1374. ± 11.kJ/molCcbVilcu and Perisanu, 1980Corresponding «DELTA»fliquid = -377.8 kJ/mol (simple calculation by NIST; no Washburn corrections); ALS
Deltacliquid-1373. ± 5.0kJ/molCcbMoureu and Boutaric, 1920Corresponding «DELTA»fliquid = -379. kJ/mol (simple calculation by NIST; no Washburn corrections); ALS

Constant pressure heat capacity of liquid

Cp,liquid (J/mol*K) Temperature (K) Reference Comment
144.2298.15Karabaev, Saidov, et al., 1985T = 90 to 350 K. Cp(c) = 313.44 + 3.99T J/kg*K (103 to 252 K); Cp(liq) = 695.42 + 4.38T J/kg*K (285.7 to 350 K). Cp data calculated from equation.; DH
145.70300.Karabaev, Abduzhaminov, et al., 1983T = 290 to 344 K. Cp given as 2021.8 J/kg*K.; DH

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
TRC - Thermodynamics Research Center, NIST Boulder Laboratories, Chris Muzny, director
DH - Eugene S. Domalski and Elizabeth D. Hearing
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
Tboil412.2KN/AAldrich Chemical Company Inc., 1990BS
Tboil414.8KN/AWeast and Grasselli, 1989BS
Tboil414.45KN/AAnonymous, 1968TRC
Quantity Value Units Method Reference Comment
Tfus286. ± 3.KAVGN/AAverage of 6 values; Individual data points
Quantity Value Units Method Reference Comment
Tc616.57KN/AD'Souza and Teja, 1987Uncertainty assigned by TRC = 3. K; Ambrose's procedure; TRC
Quantity Value Units Method Reference Comment
Pc52.4273barN/AD'Souza and Teja, 1987Uncertainty assigned by TRC = 1.00 bar; Ambrose's procedure; TRC
Quantity Value Units Method Reference Comment
Deltavap53.1 ± 4.2kJ/molCVan-chin-syan, Kochubei, et al., 1996ALS
Deltavap53.1kJ/molN/AVan-chin-syan, Kochubei, et al., 1996DRB
Deltavap53.1 ± 4.2kJ/molCVan-Chin-Syan, Kochubei, et al., 1996AC
Deltavap57.3kJ/molN/AVilcu and Perisanu, 1980, 2AC
Deltavap57.3 ± 1.3kJ/molVVilcu and Perisanu, 1980ALS

Enthalpy of vaporization

DeltavapH (kJ/mol) Temperature (K) Method Reference Comment
45.3356.AStephenson and Malanowski, 1987Based on data from 341. - 414. K. See also Linek and Wichterle, 1973.; AC
32.7308.N/AGubkov, Fermor, et al., 1964Based on data from 293. - 343. 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
293. - 343.2.69607621.275-121.929Gubkov, Fermor, et al., 1964, 2Coefficents calculated by NIST from author's data.

Enthalpy of fusion

DeltafusH (kJ/mol) Temperature (K) Reference Comment
9.5097285.7Karabaev, Abduzhaminov, et al., 1985DH
11.16285.5Acree, 1991AC

Entropy of fusion

DeltafusS (J/mol*K) Temperature (K) Reference Comment
33.3285.7Karabaev, Abduzhaminov, et al., 1985DH

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:


Reaction thermochemistry data

Go To: Top, Gas phase thermochemistry data, Condensed phase thermochemistry data, Phase change data, Henry's Law data, Gas phase ion energetics data, IR Spectrum, Mass spectrum (electron ionization), 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:
B - John E. Bartmess
ALS - 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

C3H3O2- + Hydrogen cation = 2-Propenoic acid

By formula: C3H3O2- + H+ = C3H4O2

Quantity Value Units Method Reference Comment
Deltar1440. ± 12.kJ/molG+TSGraul, Schnute, et al., 1990gas phase; B
Quantity Value Units Method Reference Comment
Deltar1411. ± 12.kJ/molCIDCGraul, Schnute, et al., 1990gas phase; B

1-Butanol + 2-Propenoic acid = 2-Propenoic acid, butyl ester + Water

By formula: C4H10O + C3H4O2 = C7H12O2 + H2O

Quantity Value Units Method Reference Comment
Deltar16.kJ/molEqkSelyakova, Vytnov, et al., 1976liquid phase; Heat of esterification 60-180 C; ALS

Hydrogen + 2-Propenoic acid = Propanoic acid

By formula: H2 + C3H4O2 = C3H6O2

Quantity Value Units Method Reference Comment
Deltar-127.0 ± 0.8kJ/molChydSkinner and Snelson, 1959liquid phase; solvent: Acetic acid; ALS

Henry's Law data

Go To: Top, Gas phase thermochemistry data, Condensed phase thermochemistry data, Phase change data, Reaction thermochemistry data, Gas phase ion energetics data, IR Spectrum, Mass spectrum (electron ionization), 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: Rolf Sander

Henry's Law constant (water solution)

kH(T) = H exp(d(ln(kH))/d(1/T) ((1/T) - 1/(298.15 K)))
H = Henry's law constant for solubility in water at 298.15 K (mol/kg*bar)
d(ln(kH))/d(1/T) = Temperature dependence constant (K)

H (mol/kg*bar) d(ln(kH))/d(1/T) (K) Method Reference Comment
2400. QN/A missing citation give several references for the Henry's law constants but don't assign them to specific species.

Gas phase ion energetics data

Go To: Top, Gas phase thermochemistry data, Condensed phase thermochemistry data, Phase change data, Reaction thermochemistry data, Henry's Law data, IR Spectrum, Mass spectrum (electron ionization), References, Notes

Data compilation copyright by the U.S. Secretary of Commerce on behalf of the U.S.A. All rights reserved.

Data evaluated as indicated in comments:
L - Sharon G. Lias

Data compiled as indicated in comments:
B - John E. Bartmess
LLK - Sharon G. Lias, Rhoda D. Levin, and Sherif A. Kafafi

Quantity Value Units Method Reference Comment
IE (evaluated)10.60eVN/AN/AL

Ionization energy determinations

IE (eV) Method Reference Comment
10.6PEVan Dam and Oskam, 1978LLK
10.60PEKatrib and Rabalais, 1973LLK
10.78PEVan Dam and Oskam, 1978Vertical value; LLK

De-protonation reactions

C3H3O2- + Hydrogen cation = 2-Propenoic acid

By formula: C3H3O2- + H+ = C3H4O2

Quantity Value Units Method Reference Comment
Deltar1440. ± 12.kJ/molG+TSGraul, Schnute, et al., 1990gas phase; B
Quantity Value Units Method Reference Comment
Deltar1411. ± 12.kJ/molCIDCGraul, Schnute, et al., 1990gas phase; B

IR Spectrum

Go To: Top, Gas phase thermochemistry data, Condensed phase thermochemistry data, Phase change data, Reaction thermochemistry data, Henry's Law data, Gas phase ion energetics data, Mass spectrum (electron ionization), References, Notes

Data compiled by: Coblentz Society, Inc.

Data compiled by: NIST Mass Spectrometry Data Center, William E. Wallace, director


Mass spectrum (electron ionization)

Go To: Top, Gas phase thermochemistry data, Condensed phase thermochemistry data, Phase change data, Reaction thermochemistry data, Henry's Law data, Gas phase ion energetics data, IR Spectrum, 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: NIST Mass Spectrometry Data Center, William E. Wallace, director

Spectrum

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Mass spectrum
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Additional Data

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Owner NIST Mass Spectrometry Data Center
Collection (C) 2014 copyright by the U.S. Secretary of Commerce
on behalf of the United States of America. All rights reserved.
Origin NIST Mass Spectrometry Data Center, 1998.
NIST MS number 291362

All mass spectra in this site (plus many more) are available from the NIST/EPA/NIH Mass Spectral Library. Please see the following for information about the library and its accompanying search program.


References

Go To: Top, Gas phase thermochemistry data, Condensed phase thermochemistry data, Phase change data, Reaction thermochemistry data, Henry's Law data, Gas phase ion energetics data, IR Spectrum, Mass spectrum (electron ionization), Notes

Data compilation copyright by the U.S. Secretary of Commerce on behalf of the U.S.A. All rights reserved.

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]

Vilcu and Perisanu, 1980
Vilcu, R.; Perisanu, S., The ideal gas state enthalpies of formation of some monomers, Rev. Roum. Chim., 1980, 25, 619-624. [all data]

Guthrie, 1978
Guthrie, J.P., Equilibrium constants for a series of simple aldol condensations, and linear free energy relations with other carbonyl addition reactions, Can. J. Chem., 1978, 56, 962-973. [all data]

Thermodynamics Research Center, 1997
Thermodynamics Research Center, Selected Values of Properties of Chemical Compounds., Thermodynamics Research Center, Texas A&M University, College Station, Texas, 1997. [all data]

Moureu and Boutaric, 1920
Moureu, C.; Boutaric, A., Some physico-chemical constants of acrylic acid, J. Chim. Phys., 1920, 18, 348-352. [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., 1983
Karabaev, M.K.; Abduzhaminov, T.P.; Tursunov, Sh.O.; Igamberdyev, Kh.T., Temperature dependence of the thermophysical parameters of liquid acrylic acid, Izv. Akad. Nauk Uzb. SSR, Ser. Fiz.-Mat. Nauk, 1983, (6), 57-58. [all data]

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]

Anonymous, 1968
Anonymous, X., Chemicals and Plastics Physical Properties, 1968, Union Carbide Corp., product bulletin, 1968. [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 acrylic-series acids and aldehydes, Zh. Fiz. Khim., 1996, 70, 11, 1932. [all data]

Vilcu and Perisanu, 1980, 2
Vilcu, R.; Perisanu, S., Rev. Roum. Chim., 1980, 25, 619. [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
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]

Graul, Schnute, et al., 1990
Graul, S.T.; Schnute, M.E.; Squires, R.R., Gas-Phase Acidities of Carboxylic Acids and Alcohols from Collision-Induced Dissociation of Dimer Cluster Ions, Int. J. Mass Spectrom. Ion Proc., 1990, 96, 2, 181, https://doi.org/10.1016/0168-1176(90)87028-F . [all data]

Selyakova, Vytnov, et al., 1976
Selyakova, V.A.; Vytnov, G.F.; Sineokov, A.P., Study of the esterification of acrylic acid by butyl alcohol, Russ. J. Phys. Chem. (Engl. Transl.), 1976, 50, 1692-1694. [all data]

Skinner and Snelson, 1959
Skinner, H.A.; Snelson, A., Heats of hydrogenation Part 3., Trans. Faraday Soc., 1959, 55, 405-407. [all data]

Van Dam and Oskam, 1978
Van Dam, H.; Oskam, A., He(I) and He(II) photoelectron spectra of some substituted ethylenes, J. Electron Spectrosc. Relat. Phenom., 1978, 13, 273. [all data]

Katrib and Rabalais, 1973
Katrib, A.; Rabalais, J.W., Electronic interaction between the vinyl group and its substituents, J. Phys. Chem., 1973, 77, 2358. [all data]


Notes

Go To: Top, Gas phase thermochemistry data, Condensed phase thermochemistry data, Phase change data, Reaction thermochemistry data, Henry's Law data, Gas phase ion energetics data, IR Spectrum, Mass spectrum (electron ionization), References