Tetradecanoic acid
- Formula: C14H28O2
- Molecular weight: 228.3709
- IUPAC Standard InChIKey: TUNFSRHWOTWDNC-UHFFFAOYSA-N
- CAS Registry Number: 544-63-8
- 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: Myristic acid; n-Tetradecanoic acid; n-Tetradecoic acid; Neo-Fat 14; Univol U 316S; 1-Tridecanecarboxylic acid; Crodacid; Emery 655; Hydrofol acid 1495; Hystrene 9014; n-Tetradecan-1-oic acid; Hystrene 9514; Philacid 1400; Prifac 2942; Prifrac 2942; NSC 5028; Tetradecanoic acid (myristic acid); Acide Myristique; Tetradecanoic (Myristic) acid; Myristic acid (tetradecanoic acid); Tetradecanoic acid (=Myristic acid)
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Phase change data
Go To: Top, 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:
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 | 327. ± 1. | K | AVG | N/A | Average of 6 values; Individual data points |
Quantity | Value | Units | Method | Reference | Comment |
Ttriple | 327.32 | K | N/A | Schaake, van Miltenburg, et al., 1982 | Uncertainty assigned by TRC = 0.02 K; TRC |
Ttriple | 327.05 | K | N/A | Spizzichino, 1956 | Uncertainty assigned by TRC = 0.5 K; TRC |
Quantity | Value | Units | Method | Reference | Comment |
Ptriple | 2.10526×10-7 | atm | N/A | Spizzichino, 1956 | Uncertainty assigned by TRC = 1.0527×10-7 atm; TRC |
Quantity | Value | Units | Method | Reference | Comment |
Tc | 765.19 | 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 | 16.227 | atm | N/A | D'Souza and Teja, 1987 | Uncertainty assigned by TRC = 0.84 atm; Ambrose's procedure; TRC |
Quantity | Value | Units | Method | Reference | Comment |
ΔsubH° | 40. ± 2. | kcal/mol | TPD | Cappa, Lovejoy, et al., 2008 | AC |
Reduced pressure boiling point
Tboil (K) | Pressure (atm) | Reference | Comment |
---|---|---|---|
523.2 | 0.132 | Weast and Grasselli, 1989 | BS |
Enthalpy of vaporization
ΔvapH (kcal/mol) | Temperature (K) | Method | Reference | Comment |
---|---|---|---|---|
24.00 | 398. | A | Stephenson and Malanowski, 1987 | Based on data from 383. to 459. K.; AC |
21.9 | 438. | A | Stephenson and Malanowski, 1987 | Based on data from 423. to 599. K.; AC |
24.88 ± 0.48 | 349. | ME,TE | de Kruif, Schaake, et al., 1982 | Based on data from 339. to 358. K.; AC |
21.2 | 455. | I | Cramer, 1943 | AC |
Antoine Equation Parameters
log10(P) = A − (B / (T + C))
P = vapor pressure (atm)
T = temperature (K)
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Temperature (K) | A | B | C | Reference | Comment |
---|---|---|---|---|---|
385.03 to 465.1 | 1.44217 | 685.976 | -262.3 | Hammer and Lydersen, 1957 | Coefficents calculated by NIST from author's data. |
Enthalpy of sublimation
ΔsubH (kcal/mol) | Temperature (K) | Method | Reference | Comment |
---|---|---|---|---|
33.39 ± 0.91 | 318. | ME | Davies and Malpass, 1961 | Based on data from 312. to 325. K. See also Cox and Pilcher, 1970.; AC |
33.4 ± 0.9 | 311.85 | V | Davies and Malpass, 1961, 2 | ALS |
Enthalpy of fusion
ΔfusH (kcal/mol) | Temperature (K) | Method | Reference | Comment |
---|---|---|---|---|
10.93 | 326.2 | DSC | Hong, Hua, et al., 2010 | AC |
9.58 | 326.6 | DSC | Misra, Misra, et al., 2007 | AC |
10.8 | 326.5 | DSC | Moreno, Cordobilla, et al., 2007 | AC |
10.8 | 327. | N/A | Domalski and Hearing, 1996 | AC |
8.6711 | 317. | N/A | Stohmann and Wilsing, 1885 | DH |
Entropy of fusion
ΔfusS (cal/mol*K) | Temperature (K) | Reference | Comment |
---|---|---|---|
27.2 | 317. | Stohmann and Wilsing, 1885 | DH |
Enthalpy of phase transition
ΔHtrs (kcal/mol) | Temperature (K) | Initial Phase | Final Phase | Reference | Comment |
---|---|---|---|---|---|
10.779 | 327.32 | crystaline, I | liquid | Schaake, van Miltenburg, et al., 1982, 2 | DH |
Entropy of phase transition
ΔStrs (cal/mol*K) | Temperature (K) | Initial Phase | Final Phase | Reference | Comment |
---|---|---|---|---|---|
32.933 | 327.32 | crystaline, I | liquid | Schaake, van Miltenburg, et al., 1982, 2 | DH |
IR Spectrum
Go To: Top, Phase change data, 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: NIST Mass Spectrometry Data Center, William E. Wallace, director
Gas Phase Spectrum
Notice: This spectrum may be better viewed with a Javascript and HTML 5 enabled browser.
Notice: Concentration information is not available for this spectrum and, therefore, molar absorptivity values cannot be derived.
Additional Data
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Download spectrum in JCAMP-DX format.
Owner | NIST Standard Reference Data Program Collection (C) 2018 copyright by the U.S. Secretary of Commerce on behalf of the United States of America. All rights reserved. |
---|---|
Origin | Sadtler Research Labs Under US-EPA Contract |
State | gas |
Mass spectrum (electron ionization)
Go To: Top, Phase change 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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Additional Data
View image of digitized spectrum (can be printed in landscape orientation).
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 | NIST Mass Spectrometry Data Center, 1998. |
NIST MS number | 290632 |
References
Go To: Top, Phase change 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.
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]
Spizzichino, 1956
Spizzichino, C.,
Contribution a l'etude des tensions de vapeur et des chaleurs de vaporisation des acides gras, esters methyliques et alcools gras a des pressions inferieures a 1 mm de mercure,
J. des Recherches du C.N.R.S., 1956, 34, 1-24. [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]
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]
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]
de Kruif, Schaake, et al., 1982
de Kruif, C.G.; Schaake, R.C.F.; van Miltenburg, J.C.; van der Klauw, K.; Blok, J.G.,
Thermodynamic properties of the normal alkanoic acids III. Enthalpies of vaporization and vapour pressures of 13 normal alkanoic acids,
The Journal of Chemical Thermodynamics, 1982, 14, 8, 791-798, https://doi.org/10.1016/0021-9614(82)90176-8
. [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]
Cox and Pilcher, 1970
Cox, J.D.; Pilcher, G.,
Thermochemistry of Organic and Organometallic Compounds, Academic Press Inc., London, 1970, 643. [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]
Hong, Hua, et al., 2010
Hong, Jindui; Hua, Dan; Wang, Xia; Wang, Hongtao; Li, Jun,
Solid-Liquid-Gas Equilibrium of the Ternaries Ibuprofen + Myristic Acid + CO 2 and Ibuprofen + Tripalmitin + CO 2,
J. Chem. Eng. Data, 2010, 55, 1, 297-302, https://doi.org/10.1021/je900342a
. [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, IR Spectrum, Mass spectrum (electron ionization), References
- Symbols used in this document:
Pc Critical pressure Ptriple Triple point 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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