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Decanedioic acid

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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 by: Hussein Y. Afeefy, Joel F. Liebman, and Stephen E. Stein

Quantity Value Units Method Reference Comment
Deltacsolid-5425.0 ± 2.1kJ/molCcbVerkade, Hartman, et al., 1926Reanalyzed by Cox and Pilcher, 1970, Original value = -5427.9 kJ/mol; See Verkade, Hartman, et al., 1924; Corresponding «DELTA»fsolid = -1082.6 kJ/mol (simple calculation by NIST; no Washburn corrections)

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, Kenneth Kroenlein 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
Tfus404.KN/ABerchiesi, 1981Uncertainty assigned by TRC = 0.4 K; TRC
Tfus405.KN/AKhetarpal, Lal, et al., 1980Uncertainty assigned by TRC = 1.5 K; TRC
Tfus404.0KN/ACingolani and Berchiesi, 1974Uncertainty assigned by TRC = 0.5 K; TRC
Tfus407.KN/AWynberg and Logothetis, 1956Uncertainty assigned by TRC = 2. K; TRC
Tfus406.9KN/ASoffer, Strauss, et al., 1947Uncertainty assigned by TRC = 1. K; TRC
Quantity Value Units Method Reference Comment
Deltavap124.8kJ/molCGCRoux, Temprado, et al., 2005Based on data from 424. - 503. K.; AC
Quantity Value Units Method Reference Comment
Deltasub161. ± 3.kJ/molVDavies and Thomas, 1960ALS

Reduced pressure boiling point

Tboil (K) Pressure (bar) Reference Comment
546.20.067Aldrich Chemical Company Inc., 1990BS
568.20.133Weast and Grasselli, 1989BS

Enthalpy of vaporization

DeltavapH (kJ/mol) Temperature (K) Reference Comment
85.9471.Stull, 1947Based on data from 456. - 625. 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
456. - 625.410.986369061.541198.202Stull, 1947Coefficents calculated by NIST from author's data.

Enthalpy of sublimation

DeltasubH (kJ/mol) Temperature (K) Method Reference Comment
181. ± 8.353. - 385.TPDCappa, Lovejoy, et al., 2007AC
146.5302. - 320.TPTDChattopadhyay and Ziemann, 2005Values based on TPTD method are not consistent with values determined by other experimental methods; AC
160.7 ± 2.5389.MEDavies and Thomas, 1960Based on data from 375. - 403. K. See also Cox and Pilcher, 1970, 2 and Stephenson and Malanowski, 1987.; AC

Enthalpy of fusion

DeltafusH (kJ/mol) Temperature (K) Method Reference Comment
40.807404.0N/ACingolani and Berchiesi, 1974DH
46.9405.7N/AVentolà, Bayés, et al., 2008AC
45.3405.6DSCXia, Zhang, et al., 2008AC
46.6403.9N/ARoux, Temprado, et al., 2005AC
40.8404.N/ADomalski and Hearing, 1996AC

Entropy of fusion

DeltafusS (J/mol*K) Temperature (K) Reference Comment
101.0404.0Cingolani and Berchiesi, 1974DH

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 by: John E. Bartmess

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

C10H17O4- + Hydrogen cation = Decanedioic acid

By formula: C10H17O4- + H+ = C10H18O4

Quantity Value Units Method Reference Comment
Deltar1364. ± 8.4kJ/molCIDCKumar, Prabhakar, et al., 2005gas phase
Quantity Value Units Method Reference Comment
Deltar1345. ± 8.4kJ/molCIDCKumar, Prabhakar, et al., 2005gas phase

Gas phase ion energetics data

Go To: Top, Condensed phase thermochemistry data, Phase change data, Reaction thermochemistry 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: John E. Bartmess

De-protonation reactions

C10H17O4- + Hydrogen cation = Decanedioic acid

By formula: C10H17O4- + H+ = C10H18O4

Quantity Value Units Method Reference Comment
Deltar1364. ± 8.4kJ/molCIDCKumar, Prabhakar, et al., 2005gas phase
Quantity Value Units Method Reference Comment
Deltar1345. ± 8.4kJ/molCIDCKumar, Prabhakar, et al., 2005gas phase

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 NIST Mass Spectrometry Data Center, 1994
NIST MS number 133306

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, Condensed phase thermochemistry data, Phase change data, Reaction thermochemistry 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.

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]

Berchiesi, 1981
Berchiesi, M.A., Int. DATA Ser., Sel. Data Mixtures, Ser. A, 1981, No. 2, 126. [all data]

Khetarpal, Lal, et al., 1980
Khetarpal, S.C.; Lal, K.; Bhatnagar, H.I., Indian J. Chem., Sect. A:Inorg., Phys., Theor. Anal., 1980, 19A, 516. [all data]

Cingolani and Berchiesi, 1974
Cingolani, A.; Berchiesi, G., Thermodynamic properties of organic compounds. 1. A DSC study of phase transitions in aliphatic dicarboxylic acids, J. Therm. Anal., 1974, 6, 87-90. [all data]

Wynberg and Logothetis, 1956
Wynberg, H.; Logothetis, A., Studies in the Synthesis of Long-chain Compounds, J. Am. Chem. Soc., 1956, 78, 1958. [all data]

Soffer, Strauss, et al., 1947
Soffer, M.D.; Strauss, N.S.; Trail, M.D.; Sherk, K.W., J. Am. Chem. Soc., 1947, 69, 1684. [all data]

Roux, Temprado, et al., 2005
Roux, Maria Victoria; Temprado, Manuel; Chickos, James S., Vaporization, fusion and sublimation enthalpies of the dicarboxylic acids from C4 to C14 and C16, The Journal of Chemical Thermodynamics, 2005, 37, 9, 941-953, https://doi.org/10.1016/j.jct.2004.12.011 . [all data]

Davies and Thomas, 1960
Davies, M.; Thomas, G.H., The lattice energies, infra-red spectra, and possible cyclization of some dicarboxylic acids, Trans. Faraday Soc., 1960, 56, 185. [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]

Stull, 1947
Stull, Daniel R., Vapor Pressure of Pure Substances. Organic and Inorganic Compounds, Ind. Eng. Chem., 1947, 39, 4, 517-540, https://doi.org/10.1021/ie50448a022 . [all data]

Cappa, Lovejoy, et al., 2007
Cappa, Christopher D.; Lovejoy, Edward R.; Ravishankara, A.R., Determination of Evaporation Rates and Vapor Pressures of Very Low Volatility Compounds: A Study of the C 4 -C 10 and C 12 Dicarboxylic Acids, J. Phys. Chem. A, 2007, 111, 16, 3099-3109, https://doi.org/10.1021/jp068686q . [all data]

Chattopadhyay and Ziemann, 2005
Chattopadhyay, Sulekha; Ziemann, Paul J., Vapor Pressures of Substituted and Unsubstituted Monocarboxylic and Dicarboxylic Acids Measured Using an Improved Thermal Desorption Particle Beam Mass Spectrometry Method, Aerosol Science and Technology, 2005, 39, 11, 1085-1100, https://doi.org/10.1080/02786820500421547 . [all data]

Cox and Pilcher, 1970, 2
Cox, J.D.; Pilcher, G., Thermochemistry of Organic and Organometallic Compounds, Academic Press Inc., London, 1970, 643. [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]

Ventolà, Bayés, et al., 2008
Ventolà, Lourdes; Bayés, Laura; Benages, Raül; Novegil-Anleo, Francisco Javier; Cuevas-Diarte, Miquel Ángel; Calvet, Teresa; Mondieig, Denise, Decanedioic Acid (C 10 H 18 O 4 )/Dodecanedioic Acid (C 12 H 22 O 4 ) System: Polymorphism of the Components and Experimental Phase Diagram, HCA, 2008, 91, 7, 1286-1298, https://doi.org/10.1002/hlca.200890140 . [all data]

Xia, Zhang, et al., 2008
Xia, Qing; Zhang, Feng-Bao; Zhang, Guo-Liang; Ma, Jian-Cheng; Zhao, Lei, Solubility of Sebacic Acid in Binary Water + Ethanol Solvent Mixtures, J. Chem. Eng. Data, 2008, 53, 3, 838-840, https://doi.org/10.1021/je7005314 . [all data]

Domalski and Hearing, 1996
Domalski, Eugene S.; Hearing, Elizabeth D., Heat Capacities and Entropies of Organic Compounds in the Condensed Phase. Volume III, J. Phys. Chem. Ref. Data, 1996, 25, 1, 1, https://doi.org/10.1063/1.555985 . [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]


Notes

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