Propanedioic acid

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Condensed phase thermochemistry data

Go To: Top, 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
DH - Eugene S. Domalski and Elizabeth D. Hearing

Quantity Value Units Method Reference Comment
Δfsolid-891.1 ± 0.4kJ/molCcbWilhoit and Shiao, 1964ALS
Quantity Value Units Method Reference Comment
Δcsolid-861.15 ± 0.63kJ/molCcbWilhoit and Shiao, 1964Corresponding Δfsolid = -891.02 kJ/mol (simple calculation by NIST; no Washburn corrections); ALS
Δcsolid-861.57 ± 0.63kJ/molCcbVerkade, Hartman, et al., 1926Reanalyzed by Cox and Pilcher, 1970, Original value = -864.0 kJ/mol; See Verkade, Hartman, et al., 1924; Corresponding Δfsolid = -890.61 kJ/mol (simple calculation by NIST; no Washburn corrections); ALS
Quantity Value Units Method Reference Comment
solid,1 bar149.00J/mol*KN/AFukai, Matsuo, et al., 1991crystaline, II phase; DH

Constant pressure heat capacity of solid

Cp,solid (J/mol*K) Temperature (K) Reference Comment
127.63298.15Fukai, Matsuo, et al., 1991crystaline, II phase; T = 10 to 370 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:
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
DH - Eugene S. Domalski and Elizabeth D. Hearing

Quantity Value Units Method Reference Comment
Tfus408.05KN/AWilhoit and Shiao, 1964, 2Uncertainty assigned by TRC = 0.3 K; TRC
Tfus407.9KN/AWilhoit and Shiao, 1964, 2Uncertainty assigned by TRC = 0.3 K; TRC
Quantity Value Units Method Reference Comment
Δsub111.4 ± 0.7kJ/molN/ARibeiro da Silva, Monte, et al., 1999AC
Δsub105.1 ± 0.8kJ/molCAl-Takhin, Pilcher, et al., 1983ALS

Enthalpy of sublimation

ΔsubH (kJ/mol) Temperature (K) Method Reference Comment
108.9 ± 0.7348.MERibeiro da Silva, Monte, et al., 1999Based on data from 339. to 357. K.; AC
72.7306.AStephenson and Malanowski, 1987Based on data from 291. to 320. K. See also Granovskaya, 1947.; AC

Enthalpy of fusion

ΔfusH (kJ/mol) Temperature (K) Reference Comment
23.1407.5Hansen and Beyer, 2004AC

Enthalpy of phase transition

ΔHtrs (kJ/mol) Temperature (K) Initial Phase Final Phase Reference Comment
0.0148047.3crystaline, IIIcrystaline, IIFukai, Matsuo, et al., 1991DH
1.837352.2crystaline, IIcrystaline, IFukai, Matsuo, et al., 1991DH
1.600351.2crystaline, IIcrystaline, IPetropavlov, Tsygankova, et al., 1988DH

Entropy of phase transition

ΔStrs (J/mol*K) Temperature (K) Initial Phase Final Phase Reference Comment
0.31347.3crystaline, IIIcrystaline, IIFukai, Matsuo, et al., 1991DH
5.217352.2crystaline, IIcrystaline, IFukai, Matsuo, et al., 1991DH
4.6351.2crystaline, IIcrystaline, IPetropavlov, Tsygankova, et al., 1988DH

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

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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:
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

C3H3O4- + Hydrogen cation = Propanedioic acid

By formula: C3H3O4- + H+ = C3H4O4

Quantity Value Units Method Reference Comment
Δr1341. ± 8.4kJ/molCIDCKumar, Prabhakar, et al., 2005gas phase; B
Quantity Value Units Method Reference Comment
Δr1318. ± 8.4kJ/molCIDCKumar, Prabhakar, et al., 2005gas phase; B

Propanedioic acid + Bromine = Hydrogen bromide + Propanedioic acid, 2-bromo-

By formula: C3H4O4 + Br2 = HBr + C3H3BrO4

Quantity Value Units Method Reference Comment
Δr-66.0 ± 2.9kJ/molCmKoros, Orban, et al., 1979liquid phase; solvent: Sulfuric acid (1M); Bromination; ALS

Henry's Law 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 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
4.0×10+8 EN/AValue obtained by missing citation using the group contribution method.

Gas phase ion energetics 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:
B - John E. Bartmess
LLK - Sharon G. Lias, Rhoda D. Levin, and Sherif A. Kafafi

Ionization energy determinations

IE (eV) Method Reference Comment
11.05PEAjo, Ciliberto, et al., 1980Vertical value; LLK

De-protonation reactions

C3H3O4- + Hydrogen cation = Propanedioic acid

By formula: C3H3O4- + H+ = C3H4O4

Quantity Value Units Method Reference Comment
Δr1341. ± 8.4kJ/molCIDCKumar, Prabhakar, et al., 2005gas phase; B
Quantity Value Units Method Reference Comment
Δr1318. ± 8.4kJ/molCIDCKumar, Prabhakar, et al., 2005gas phase; B

IR Spectrum

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Data compiled by: Coblentz Society, Inc.

Data compiled by: Timothy J. Johnson, Tanya L. Myers, Yin-Fong Su, Russell G. Tonkyn, Molly Rose K. Kelly-Gorham, and Tyler O. Danby


Mass spectrum (electron ionization)

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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 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 Japan AIST/NIMC Database- Spectrum MS-NW-2634
NIST MS number 229341

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References

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), Notes

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

Wilhoit and Shiao, 1964
Wilhoit, R.C.; Shiao, D., Thermochemistry of biologically important compounds. Heats of combustion of solid organic acids., J. Chem. Eng. Data, 1964, 9, 595-599. [all data]

Verkade, Hartman, et al., 1926
Verkade, P.E.; Hartman, H.; Coops, J., Calorimetric researches. X. Heats of combustion of successive terms of homologous series: dicarboxylic acids of the oxalic acid series, Rec. Trav. Chim. Pays/Bas, 1926, 45, 373-393. [all data]

Cox and Pilcher, 1970
Cox, J.D.; Pilcher, G., Thermochemistry of Organic and Organometallic Compounds, Academic Press, New York, 1970, 1-636. [all data]

Verkade, Hartman, et al., 1924
Verkade, P.E.; Hartman, H.; Coops, J., Jr., Chemistry - The molecular heat of combustion of successive terms of homologous series, Kom. Med. Akad. Ueknschap. Proc., 1924, 27, 859-866. [all data]

Fukai, Matsuo, et al., 1991
Fukai, M.; Matsuo, T.; Suga, H., Thermodynamic properties of phase transitions in malonic acid and its deuterated analog, Thermochim. Acta, 1991, 183, 215-243. [all data]

Wilhoit and Shiao, 1964, 2
Wilhoit, R.C.; Shiao, D., Thermochemistry of Biologically Important Compounds. Heats of Combustion of Solid Organic Acids, J. Chem. Eng. Data, 1964, 9, 595. [all data]

Ribeiro da Silva, Monte, et al., 1999
Ribeiro da Silva, Manuel A.V.; Monte, Manuel J.S.; Ribeiro, José R., Vapour pressures and the enthalpies and entropies of sublimation of five dicarboxylic acids, The Journal of Chemical Thermodynamics, 1999, 31, 8, 1093-1107, https://doi.org/10.1006/jcht.1999.0522 . [all data]

Al-Takhin, Pilcher, et al., 1983
Al-Takhin, G.; Pilcher, G.; Bickerton, J., Standard enthalpies of formation of diamine(dicarboxylato)platinum(II) complexes and of bis(pentane-2,4-dionato)platinum(II): the mean Pt-O bond dissociation enthalpies, J. Chem. Soc. Dalton Trans., 1983, 2657-2659. [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]

Granovskaya, 1947
Granovskaya, A., Russ. J. Phys. Chem., 1947, 21, 967. [all data]

Hansen and Beyer, 2004
Hansen, Anne R.; Beyer, Keith D., Experimentally Determined Thermochemical Properties of the Malonic Acid/Water System: Implications for Atmospheric Aerosols, J. Phys. Chem. A, 2004, 108, 16, 3457-3466, https://doi.org/10.1021/jp0376166 . [all data]

Petropavlov, Tsygankova, et al., 1988
Petropavlov, N.N.; Tsygankova, I.G.; Teslenko, L.A., Microcalorimetric investigation of polymorphic transitions in organic crystals, Sov. Phys. Crystallogr., 1988, 33(6), 853-855. [all data]

Kumar, Prabhakar, et al., 2005
Kumar, M.R.; Prabhakar, S.; Nagaveni, V.; Vairamani, M., Estimation of gas-phase acidities of a series of dicarboxylic acids by the kinetic method, Rapid Commun. Mass Spectrom., 2005, 19, 8, 1053-1057, https://doi.org/10.1002/rcm.1888 . [all data]

Koros, Orban, et al., 1979
Koros, E.; Orban, M.; Nagy, Z., Calorimetric studies on the Belousov-Zhabotinsky oscillatory chemical reaction, Acta Chim. Acad. Sci. Hung., 1979, 100, 449-461. [all data]

Ajo, Ciliberto, et al., 1980
Ajo, D.; Ciliberto, E.; Fragala, I.; Granozzi, G., Lone-pair interactions in the photoelectron spectra of dicarboxylic acids: Malonic acid its α-alkyl derivatives, J. Mol. Struct., 1980, 62, 189. [all data]


Notes

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