Decanedioic acid
- Formula: C10H18O4
- Molecular weight: 202.2475
- IUPAC Standard InChIKey: CXMXRPHRNRROMY-UHFFFAOYSA-N
- CAS Registry Number: 111-20-6
- 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: Sebacic acid; Decanedicarboxylic acid; 1,10-Decanedioic acid; 1,8-Octanedicarboxylic acid; Seracic acid; USAF HC-1; n-Decanedioic acid; NSC 19492; Ipomic acid
- Permanent link for this species. Use this link for bookmarking this species for future reference.
- Information on this page:
- Other data available:
- Options:
Data at NIST subscription sites:
NIST subscription sites provide data under the NIST Standard Reference Data Program, but require an annual fee to access. The purpose of the fee is to recover costs associated with the development of data collections included in such sites. Your institution may already be a subscriber. Follow the links above to find out more about the data in these sites and their terms of usage.
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
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 |
---|---|---|---|---|---|
Tfus | 404. | K | N/A | Berchiesi, 1981 | Uncertainty assigned by TRC = 0.4 K; TRC |
Tfus | 405. | K | N/A | Khetarpal, Lal, et al., 1980 | Uncertainty assigned by TRC = 1.5 K; TRC |
Tfus | 404.0 | K | N/A | Cingolani and Berchiesi, 1974 | Uncertainty assigned by TRC = 0.5 K; TRC |
Tfus | 407. | K | N/A | Wynberg and Logothetis, 1956 | Uncertainty assigned by TRC = 2. K; TRC |
Tfus | 406.9 | K | N/A | Soffer, Strauss, et al., 1947 | Uncertainty assigned by TRC = 1. K; TRC |
Quantity | Value | Units | Method | Reference | Comment |
ΔvapH° | 124.8 | kJ/mol | CGC | Roux, Temprado, et al., 2005 | Based on data from 424. to 503. K.; AC |
Quantity | Value | Units | Method | Reference | Comment |
ΔsubH° | 161. ± 3. | kJ/mol | V | Davies and Thomas, 1960 | ALS |
Reduced pressure boiling point
Tboil (K) | Pressure (bar) | Reference | Comment |
---|---|---|---|
546.2 | 0.067 | Aldrich Chemical Company Inc., 1990 | BS |
568.2 | 0.133 | Weast and Grasselli, 1989 | BS |
Enthalpy of vaporization
ΔvapH (kJ/mol) | Temperature (K) | Reference | Comment |
---|---|---|---|
85.9 | 471. | Stull, 1947 | Based on data from 456. to 625. K.; AC |
Antoine Equation Parameters
log10(P) = A − (B / (T + C))
P = vapor pressure (bar)
T = temperature (K)
View plot Requires a JavaScript / HTML 5 canvas capable browser.
Temperature (K) | A | B | C | Reference | Comment |
---|---|---|---|---|---|
456. to 625.4 | 10.98636 | 9061.541 | 198.202 | Stull, 1947 | Coefficents calculated by NIST from author's data. |
Enthalpy of sublimation
ΔsubH (kJ/mol) | Temperature (K) | Method | Reference | Comment |
---|---|---|---|---|
181. ± 8. | 353. to 385. | TPD | Cappa, Lovejoy, et al., 2007 | AC |
146.5 | 302. to 320. | TPTD | Chattopadhyay and Ziemann, 2005 | Values based on TPTD method are not consistent with values determined by other experimental methods; AC |
160.7 ± 2.5 | 389. | ME | Davies and Thomas, 1960 | Based on data from 375. to 403. K. See also Cox and Pilcher, 1970 and Stephenson and Malanowski, 1987.; AC |
Enthalpy of fusion
ΔfusH (kJ/mol) | Temperature (K) | Method | Reference | Comment |
---|---|---|---|---|
40.807 | 404.0 | N/A | Cingolani and Berchiesi, 1974 | DH |
46.9 | 405.7 | N/A | Ventolà, Bayés, et al., 2008 | AC |
45.3 | 405.6 | DSC | Xia, Zhang, et al., 2008 | AC |
46.6 | 403.9 | N/A | Roux, Temprado, et al., 2005 | AC |
40.8 | 404. | N/A | Domalski and Hearing, 1996 | AC |
Entropy of fusion
ΔfusS (J/mol*K) | Temperature (K) | Reference | Comment |
---|---|---|---|
101.0 | 404.0 | Cingolani and Berchiesi, 1974 | 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.
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
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]
Notes
Go To: Top, Phase change data, References
- Symbols used in this document:
Tboil Boiling point Tfus Fusion (melting) point ΔfusH Enthalpy of fusion ΔfusS Entropy of fusion ΔsubH Enthalpy of sublimation ΔsubH° Enthalpy of sublimation at standard conditions ΔvapH Enthalpy of vaporization ΔvapH° Enthalpy of vaporization at standard conditions - Data from NIST Standard Reference Database 69: NIST Chemistry WebBook
- The National Institute of Standards and Technology (NIST) uses its best efforts to deliver a high quality copy of the Database and to verify that the data contained therein have been selected on the basis of sound scientific judgment. However, NIST makes no warranties to that effect, and NIST shall not be liable for any damage that may result from errors or omissions in the Database.
- Customer support for NIST Standard Reference Data products.