Dodecanoic acid
- Formula: C12H24O2
- Molecular weight: 200.3178
- IUPAC Standard InChIKey: POULHZVOKOAJMA-UHFFFAOYSA-N
- CAS Registry Number: 143-07-7
- 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: n-Dodecanoic acid; Neo-fat 12; Aliphat no. 4; ABL; Dodecylic acid; Lauric acid; Laurostearic acid; Neo-fat 12-43; Ninol aa62 extra; Univol U-314; Vulvic acid; 1-Undecanecarboxylic acid; Duodecylic acid; C-1297; Hydrofol acid 1255; Hydrofol acid 1295; Wecoline 1295; Dodecoic acid; Hystrene 9512; Lunac L 70; Emery 650; Philacid 1200; Prifrac 2920; Undecane-1-carboxylic acid; Acide Laurique; Emery 651; Lauric acid (dodecanoic acid); Dodecanoic (Lauric) acid; dodecanoic acid (lauric acid)
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Phase change data
Go To: Top, 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:
TRC - Thermodynamics Research Center, NIST Boulder Laboratories, Chris Muzny director
BS - Robert L. Brown and Stephen E. Stein
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 |
---|---|---|---|---|---|
Tboil | 571. | K | N/A | Costello and Bowden, 1958 | Uncertainty assigned by TRC = 3. K; TRC |
Quantity | Value | Units | Method | Reference | Comment |
Tfus | 317. ± 2. | K | AVG | N/A | Average of 8 values; Individual data points |
Quantity | Value | Units | Method | Reference | Comment |
Ttriple | 316.98 | K | N/A | Schaake, van Miltenburg, et al., 1982 | Uncertainty assigned by TRC = 0.02 K; TRC |
Quantity | Value | Units | Method | Reference | Comment |
Tc | 743.43 | 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 | 18.6779 | bar | N/A | D'Souza and Teja, 1987 | Uncertainty assigned by TRC = 0.85 bar; Ambrose's procedure; TRC |
Quantity | Value | Units | Method | Reference | Comment |
ΔsubH° | 147. ± 4. | kJ/mol | TPD | Cappa, Lovejoy, et al., 2008 | AC |
ΔsubH° | 127.9 | kJ/mol | N/A | Stephenson and Malanowski, 1987 | Based on data from 293. to 303. K.; AC |
ΔsubH° | 133. ± 2. | kJ/mol | V | Baccanari, Novinski, et al., 1968 | ALS |
ΔsubH° | 117.2 ± 2.9 | kJ/mol | V | Littlewood, 1957 | ALS |
Reduced pressure boiling point
Tboil (K) | Pressure (bar) | Reference | Comment |
---|---|---|---|
498.2 | 0.133 | Aldrich Chemical Company Inc., 1990 | BS |
Enthalpy of vaporization
ΔvapH (kJ/mol) | Temperature (K) | Method | Reference | Comment |
---|---|---|---|---|
88.8 | 408. | A | Stephenson and Malanowski, 1987 | Based on data from 393. to 573. K.; AC |
95.8 | 332. | ME,TE | Fuchs, Hallman, et al., 1982 | Based on data from 321. to 341. K.; AC |
81.3 | 437. | I | Cramer, 1943 | 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 |
---|---|---|---|---|---|
379.52 to 449.00 | 5.55523 | 2510.999 | -106.676 | Hammer and Lydersen, 1957 | Coefficents calculated by NIST from author's data. |
Enthalpy of sublimation
ΔsubH (kJ/mol) | Temperature (K) | Method | Reference | Comment |
---|---|---|---|---|
132.6 | 300. | ME | Baccanari, Novinski, et al., 1968 | Based on data from 293. to 308. K.; AC |
140.2 ± 3.3 | 304. | ME | Davies and Malpass, 1961 | Based on data from 296. to 314. K.; AC |
140. ± 3. | 295.7 | V | Davies and Malpass, 1961, 2 | ALS |
117.2 ± 2.9 | 303. | ME | Hunt, Saunders, et al., 1957 | Based on data from 293. to 313. K.; AC |
Enthalpy of fusion
ΔfusH (kJ/mol) | Temperature (K) | Method | Reference | Comment |
---|---|---|---|---|
36.650 | 316.9 | N/A | Garner and Randall, 1924 | DH |
34.7 | 317.9 | DSC | Misra, Misra, et al., 2007 | AC |
36.1 | 316.6 | DSC | Moreno, Cordobilla, et al., 2007 | AC |
36.65 | 316.9 | N/A | Domalski and Hearing, 1996 | AC |
44.940 | 327. | N/A | Stohmann and Wilsing, 1885 | DH |
Entropy of fusion
ΔfusS (J/mol*K) | Temperature (K) | Reference | Comment |
---|---|---|---|
115.7 | 316.9 | Garner and Randall, 1924 | DH |
137. | 327. | Stohmann and Wilsing, 1885 | DH |
Enthalpy of phase transition
ΔHtrs (kJ/mol) | Temperature (K) | Initial Phase | Final Phase | Reference | Comment |
---|---|---|---|---|---|
36.295 | 316.98 | crystaline, I | liquid | Schaake, van Miltenburg, et al., 1982, 2 | DH |
Entropy of phase transition
ΔStrs (J/mol*K) | Temperature (K) | Initial Phase | Final Phase | Reference | Comment |
---|---|---|---|---|---|
114.51 | 316.98 | crystaline, I | liquid | Schaake, van Miltenburg, et al., 1982, 2 | DH |
Mass spectrum (electron ionization)
Go To: Top, Phase change data, 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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Additional Data
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Due to licensing restrictions, this spectrum cannot be downloaded.
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 | Chemical Concepts |
NIST MS number | 221043 |
References
Go To: Top, Phase change data, 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.
Costello and Bowden, 1958
Costello, J.M.; Bowden, S.T.,
The temperature variation of orthobaric density difference in liquid- vapour systems: IV fatty acids,
Recl. Trav. Chim. Pays-Bas, 1958, 77, 803. [all data]
Schaake, van Miltenburg, et al., 1982
Schaake, R.C.F.; van Miltenburg, J.C.; De Kruif, C.G.,
Thermodynamic properties of the normal alkanoic acids. II. Molar heat capacities of seven even-numbered normal alkanoic acids.,
J. Chem. Thermodyn., 1982, 14, 771-8. [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]
Cappa, Lovejoy, et al., 2008
Cappa, Christopher D.; Lovejoy, Edward R.; Ravishankara, A.R.,
Evaporation Rates and Vapor Pressures of the Even-Numbered C 8 -C 18 Monocarboxylic Acids,
J. Phys. Chem. A, 2008, 112, 17, 3959-3964, https://doi.org/10.1021/jp710586m
. [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]
Baccanari, Novinski, et al., 1968
Baccanari, D.P.; Novinski, J.A.; Pan, Y.; Yevitz, M.M.; Swain, H.A., Jr.,
Heats of sublimation and vaporization at 25° of long chain fatty acids and methyl esters,
Trans. Faraday Soc., 1968, 64, 1201. [all data]
Littlewood, 1957
Littlewood, R.,
The vapour pressures of some solid organic compounds,
J. Chem. Soc., 1957, 2419-24. [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]
Fuchs, Hallman, et al., 1982
Fuchs, R.; Hallman, J.H.; Perlman, M.O.,
Thermochemistry of conjugation of simple cyclopropane derivatives,
Can. J. Chem., 1982, 60, 1832-1835. [all data]
Cramer, 1943
Cramer, K.S.N.,
Chem. Zentr. II, 1943, 2234. [all data]
Hammer and Lydersen, 1957
Hammer, E.; Lydersen, A.L.,
The Vapour Pressure of di-n-Butylphthalate, di-n-Butylsebacate, Lauric Acid and Myristic Acid,
Chem. Eng. Sci., 1957, 7, 1-2, 66-72, https://doi.org/10.1016/0009-2509(57)80020-7
. [all data]
Davies and Malpass, 1961
Davies, Mansel; Malpass, V.E.,
212. Heats of sublimation of straight-chain monocarboxylic acids,
J. Chem. Soc., 1961, 1048, https://doi.org/10.1039/jr9610001048
. [all data]
Davies and Malpass, 1961, 2
Davies, M.; Malpass, V.E.,
Heats of sublimation of straight-chain monocarboxylic acids,
J. Chem. Soc., 1961, 1048-10. [all data]
Hunt, Saunders, et al., 1957
Hunt, B.B.; Saunders, B.C.; Joshi, Shiam Sunder; Deorha, Daleep Singh; Bickel, A.F.; Kooyman, E.C.; Hill, R.A.W.; Williamson, J.F.; Littlewood, R.; Ross, W.C.J.; Davis, W.; Carruthers, W.; Gray, J.D.; Williams, A.J.; Le F«65533»vre, R.J.W.; Colbran, R.L.; Nevell, T.P.; Humphries, A.R.; Nicholson, G.R.,
Notes,
J. Chem. Soc., 1957, 2413, https://doi.org/10.1039/jr9570002413
. [all data]
Garner and Randall, 1924
Garner, W.E.; Randall, F.C.,
Alternation in the heats of crystallization of the normal monobasic fatty acids. Part I.,
J. Chem. Soc., 1924, 125, 881-896. [all data]
Misra, Misra, et al., 2007
Misra, A.K.; Misra, M.; Panpalia, G.M.; Dorle, A.K.,
Thermoanalytical and Microscopic Investigation of Interaction between Paracetamol and Fatty Acid Crystals,
Journal of Macromolecular Science, Part A, 2007, 44, 7, 685-690, https://doi.org/10.1080/10601320701351177
. [all data]
Moreno, Cordobilla, et al., 2007
Moreno, Evelyn; Cordobilla, Raquel; Calvet, Teresa; Cuevas-Diarte, M.A.; Gbabode, Gabin; Negrier, Philippe; Mondieig, Denise; Oonk, Harry A.J.,
Polymorphism of even saturated carboxylic acids from n-decanoic to n-eicosanoic acid,
New J. Chem., 2007, 31, 6, 947, https://doi.org/10.1039/b700551b
. [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]
Stohmann and Wilsing, 1885
Stohmann, F.; Wilsing, H.,
Ueber die specifische Wärme und die Schmelzwärme der Myristinsäure und der Laurinsäure,
J. Prakt. Chem., 1885, 140, 80-93. [all data]
Schaake, van Miltenburg, et al., 1982, 2
Schaake, R.C.F.; van Miltenburg, J.C.; De Kruif, C.G.,
Thermodynamic properties of the normal alkanoic acids. II. Molar heat capacities of seven even-numbered normal alkanoic acids,
J. Chem. Thermodynam., 1982, 14, 771-778. [all data]
Notes
Go To: Top, Phase change data, Mass spectrum (electron ionization), References
- Symbols used in this document:
Pc Critical pressure Tboil Boiling point Tc Critical temperature Tfus Fusion (melting) point Ttriple Triple point temperature ΔHtrs Enthalpy of phase transition ΔStrs Entropy of phase transition ΔfusH Enthalpy of fusion ΔfusS Entropy of fusion ΔsubH Enthalpy of sublimation ΔsubH° Enthalpy of sublimation at standard conditions ΔvapH Enthalpy of vaporization - Data from NIST Standard Reference Database 69: NIST Chemistry WebBook
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