1-Hexadecanol
- Formula: C16H34O
- Molecular weight: 242.4406
- IUPAC Standard InChIKey: BXWNKGSJHAJOGX-UHFFFAOYSA-N
- CAS Registry Number: 36653-82-4
- Chemical structure:
This structure is also available as a 2d Mol file - Other names: n-Cetyl alcohol; n-Hexadecan-1-ol; n-Hexadecanol; n-1-Hexadecanol; Adol 52; Adol 52 NF; Adol 54; Aldol 54; Alfol 16; Atalco C; Cachalot C-51; Cachalot C-52; Cetaffine; Cetal; Cetalol CA; Cetanol; Cetylic alcohol; Cetylol; Crodacol C; Crodacol-CAS; Crodacol-CAT; Elfacos C; Ethal; Ethol; Hexadecanol; Hexadecyl alcohol; Hyfatol 16; Lanol C; Lorol 24; Loxanol K; Loxanol K extra; Loxanwachs SK; Palmityl alcohol; Product 308; Siponol wax-A; Siponol CC; 1-Hexadecyl alcohol; Alcohol c-16; Hexadecan-1-ol; n-Hexadecyl alcohol; 1-Hydroxyhexadecane; Adol 520; Cachalot C-50; CO-1670; CO-1695; Dytol F-11; Cachalot C-50 NF; Cetyl alcohol NF; Crodacol C70; Crodacol C95 NF; Epal 16NF; Fancol CA; Lanette 16; Lipocol C; Lorol C16; LorolL 24; Philcohol 1600; Rita CA; Cetyl alcohol; 1-Hexanedecanol; 1-Cetanol; Epal 16; Hyfatol 16-95; Laurex 16; Alfol 16RD; Kalcol 6098; Palmitic alcohol; 19141-82-3; SSD; SSD RP; 8023-37-8; 124-29-8; 8032-16-4; 8032-89-1; 8032-17-5; SSD (Salt/Mix); SSD RP (Salt/Mix)
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Gas phase thermochemistry data
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 as indicated in comments:
DRB - Donald R. Burgess, Jr.
ALS - Hussein Y. Afeefy, Joel F. Liebman, and Stephen E. Stein
GT - Glushko Thermocenter, Russian Academy of Sciences, Moscow
Quantity | Value | Units | Method | Reference | Comment |
---|---|---|---|---|---|
ΔfH°gas | -516.8 | kJ/mol | N/A | Mosselman and Dekker, 1975 | Value computed using ΔfHsolid° value of -686.4±0.4 kj/mol from Mosselman and Dekker, 1975 and ΔsubH° value of 169.6 kj/mol from Gundry, Harrop, et al., 1969.; DRB |
ΔfH°gas | -517.5 ± 3.2 | kJ/mol | Ccb | Gundry, Harrop, et al., 1969 | ALS |
ΔfH°gas | -513.7 | kJ/mol | N/A | Parks, Mosley, et al., 1950 | Value computed using ΔfHsolid° value of -683.3±3.8 kj/mol from Parks, Mosley, et al., 1950 and ΔsubH° value of 169.6 kj/mol from Gundry, Harrop, et al., 1969.; DRB |
Quantity | Value | Units | Method | Reference | Comment |
S°gas | 853. ± 17. | J/mol*K | N/A | Wilhoit R.C., 1973 | Other third-law entropy value at 298.15 K is 803(11) J/mol*K [ Green J.H.S., 1961]. Values calculated by a method of increments [ Green J.H.S., 1961, Thermodynamics Research Center, 1997] are equal to 831 and 832.5 J/mol*K, respectively.; GT |
Phase change data
Go To: Top, Gas phase thermochemistry 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 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
DRB - Donald R. Burgess, Jr.
DH - Eugene S. Domalski and Elizabeth D. Hearing
Quantity | Value | Units | Method | Reference | Comment |
---|---|---|---|---|---|
Tboil | 613.15 | K | N/A | Senderens, 1925 | Uncertainty assigned by TRC = 5. K; TRC |
Quantity | Value | Units | Method | Reference | Comment |
Tfus | 322. ± 3. | K | AVG | N/A | Average of 16 values; Individual data points |
Quantity | Value | Units | Method | Reference | Comment |
Ttriple | 321. ± 3. | K | AVG | N/A | Average of 7 values; Individual data points |
Quantity | Value | Units | Method | Reference | Comment |
ΔvapH° | 107.7 ± 1.2 | kJ/mol | CGC | Nichols, Kweskin, et al., 2006 | AC |
ΔvapH° | 108.8 | kJ/mol | GS | Kulikov, Verevkin, et al., 2001 | Based on data from 328. to 362. K.; AC |
ΔvapH° | 112.5 | kJ/mol | CGC | Ova, Koultek, et al., 2000 | AC |
Quantity | Value | Units | Method | Reference | Comment |
ΔsubH° | 169.5 ± 2.5 | kJ/mol | C | Gundry, Harrop, et al., 1969 | ALS |
ΔsubH° | 169.6 | kJ/mol | N/A | Gundry, Harrop, et al., 1969 | DRB |
ΔsubH° | 167. ± 2. | kJ/mol | V | Davies and Kybett, 1965 | ALS |
ΔsubH° | 169.5 ± 2.1 | kJ/mol | N/A | Davies and Kybett, 1965 | AC |
Reduced pressure boiling point
Tboil (K) | Pressure (bar) | Reference | Comment |
---|---|---|---|
453.2 | 0.013 | Aldrich Chemical Company Inc., 1990 | BS |
Enthalpy of vaporization
ΔvapH (kJ/mol) | Temperature (K) | Method | Reference | Comment |
---|---|---|---|---|
100.4 | 347. | GS | Kulikov, Verevkin, et al., 2001 | Based on data from 328. to 362. K.; AC |
88.2 | 403. | N/A | N'Guimbi, Kasehgari, et al., 1992 | Based on data from 343. to 463. K.; AC |
68.9 | 524. | A | Stephenson and Malanowski, 1987 | Based on data from 509. to 569. K.; AC |
83.2 | 430. | A | Stephenson and Malanowski, 1987 | Based on data from 415. to 487. K. See also Ambrose, Ellender, et al., 1974.; AC |
109.4 | 329. | N/A | Stephenson and Malanowski, 1987 | Based on data from 323. to 335. K.; AC |
112.3 | 338. | N/A | Wilhoit and Zwolinski, 1973 | Based on data from 323. to 376. K.; AC |
78.8 | 423. | N/A | Wilhoit and Zwolinski, 1973 | Based on data from 418. to 463. K.; AC |
77.3 | 460. | DTA | Kemme and Kreps, 1969 | Based on data from 445. to 598. K.; AC |
109.5 | 329. | ME | Davies and Kybett, 1965 | Based on data from 323. to 335. 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 |
---|---|---|---|---|---|
415.44 to 487.32 | 4.05752 | 1803.451 | -152.831 | Ambrose, Ellender, et al., 1974 | Coefficents calculated by NIST from author's data. |
498.46 to 569.1 | 4.11528 | 1845.188 | -148.524 | Ambrose and Sprake, 1970 | Coefficents calculated by NIST from author's data. |
445.3 to 598.3 | 4.16673 | 1880.126 | -146.027 | Kemme and Kreps, 1969 |
Enthalpy of sublimation
ΔsubH (kJ/mol) | Temperature (K) | Method | Reference | Comment |
---|---|---|---|---|
167.4 ± 2.1 | 314. | ME | Davies and Kybett, 1965 | Based on data from 308. to 320. K. See also Stephenson and Malanowski, 1987.; AC |
Enthalpy of fusion
ΔfusH (kJ/mol) | Temperature (K) | Method | Reference | Comment |
---|---|---|---|---|
57.7 | 322.2 | AC | Xing, Tan, et al., 2008 | Based on data from 80. to 370. K.; AC |
33.1 | 321.6 | DSC | Ventol«65533», Calvet, et al., 2004 | AC |
33.97 | 322.9 | N/A | Kuchhal, Shukla, et al., 1979 | AC |
34.727 | 320. | N/A | Eykman, 1889 | DH |
Entropy of fusion
ΔfusS (J/mol*K) | Temperature (K) | Reference | Comment |
---|---|---|---|
108.5 | 320. | Eykman, 1889 | DH |
Enthalpy of phase transition
ΔHtrs (kJ/mol) | Temperature (K) | Initial Phase | Final Phase | Reference | Comment |
---|---|---|---|---|---|
12.500 | 308.9 | crystaline, III | crystaline, II | Petropavlov, Tsygankova, et al., 1988 | DH |
5.200 | 310.4 | crystaline, II | crystaline, I | Petropavlov, Tsygankova, et al., 1988 | DH |
33.600 | 322.3 | crystaline, α | liquid | Mosselman, Mourik, et al., 1974 | DH |
Entropy of phase transition
ΔStrs (J/mol*K) | Temperature (K) | Initial Phase | Final Phase | Reference | Comment |
---|---|---|---|---|---|
40.4 | 308.9 | crystaline, III | crystaline, II | Petropavlov, Tsygankova, et al., 1988 | DH |
16.8 | 310.4 | crystaline, II | crystaline, I | Petropavlov, Tsygankova, et al., 1988 | DH |
104.3 | 322.3 | crystaline, α | liquid | Mosselman, Mourik, et al., 1974 | DH |
References
Go To: Top, Gas phase thermochemistry data, Phase change data, Notes
Data compilation copyright by the U.S. Secretary of Commerce on behalf of the U.S.A. All rights reserved.
Mosselman and Dekker, 1975
Mosselman, C.; Dekker, H.,
Enthalpies of formation of n-alkan-1-ols,
J. Chem. Soc. Faraday Trans. 1, 1975, 417-424. [all data]
Gundry, Harrop, et al., 1969
Gundry, H.A.; Harrop, D.; Head, A.J.; Lewis, G.B.,
Thermodynamic properties of organic oxygen compounds. 21. Enthalpies of combustion of benzoic acid, pentan-1-ol, octan-1-ol, and hexadecan-1-ol,
J. Chem. Thermodyn., 1969, 1, 321-332. [all data]
Parks, Mosley, et al., 1950
Parks, G.S.; Mosley, J.R.; Peterson, P.V., Jr.,
Heats of combustion and formation of some organic compounds containing oxygen,
J. Chem. Phys., 1950, 18, 152. [all data]
Wilhoit R.C., 1973
Wilhoit R.C.,
Physical and thermodynamic properties of aliphatic alcohols,
J. Phys. Chem. Ref. Data, 1973, 2, Suppl. 1, 1-420. [all data]
Green J.H.S., 1961
Green J.H.S.,
Thermodynamic properties of the normal alcohols C1-C12,
J. Appl. Chem., 1961, 11, 397-404. [all data]
Thermodynamics Research Center, 1997
Thermodynamics Research Center,
Selected Values of Properties of Chemical Compounds., Thermodynamics Research Center, Texas A&M University, College Station, Texas, 1997. [all data]
Senderens, 1925
Senderens, J.B.,
C. R. Hebd. Seances Acad. Sci., 1925, 181, 698. [all data]
Nichols, Kweskin, et al., 2006
Nichols, Gary; Kweskin, Sasha; Frericks, Margaret; Reiter, Sarah; Wang, Gin; Orf, Jennifer; Carvallo, Brett; Hillesheim, Dorothea; Chickos, James,
Evaluation of the Vaporization, Fusion, and Sublimation Enthalpies of the 1-Alkanols: The Vaporization Enthalpy of 1-, 6-, 7-, and 9-Heptadecanol, 1-Octadecanol, 1-Eicosanol, 1-Docosanol, 1-Hexacosanol, and Cholesterol at T = 298.15 K by Correlation Gas Chromatography,
J. Chem. Eng. Data, 2006, 51, 2, 475-482, https://doi.org/10.1021/je0503857
. [all data]
Kulikov, Verevkin, et al., 2001
Kulikov, Dmitry; Verevkin, Sergey P.; Heintz, Andreas,
Enthalpies of vaporization of a series of aliphatic alcohols,
Fluid Phase Equilibria, 2001, 192, 1-2, 187-207, https://doi.org/10.1016/S0378-3812(01)00633-1
. [all data]
Ova, Koultek, et al., 2000
Ova, P.V.; Koultek, B.; Hoskovec, M.,
Practice Oriented Results on Use and Production of Neem Ingredients and Pheromones VI, H. Kleeberg and C.P.W. Zebitz, ed(s)., Druck and Graphic, Giessen, 2000, 211-218. [all data]
Davies and Kybett, 1965
Davies, M.; Kybett, B.,
Sublimation and vaporization heats of long-chain alcohols,
Trans. Faraday Soc., 1965, 61, 1608. [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]
N'Guimbi, Kasehgari, et al., 1992
N'Guimbi, J.; Kasehgari, H.; Mokbel, I.; Jose, J.,
Tensions de vapeur d'alcools primaires dans le domaine 0,3 Pa à 1,5 kPa,
Thermochimica Acta, 1992, 196, 2, 367-377, https://doi.org/10.1016/0040-6031(92)80100-B
. [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]
Ambrose, Ellender, et al., 1974
Ambrose, D.; Ellender, J.H.; Sprake, C.H.S.,
Thermodynamic properties of organic oxygen compounds XXXV. Vapour pressures of aliphatic alcohols,
The Journal of Chemical Thermodynamics, 1974, 6, 9, 909-914, https://doi.org/10.1016/0021-9614(74)90235-3
. [all data]
Wilhoit and Zwolinski, 1973
Wilhoit, R.C.; Zwolinski, B.J.,
Physical and thermodynamic properties of aliphatic alcohols,
J. Phys. Chem. Ref. Data Suppl., 1973, 1, 2, 1. [all data]
Kemme and Kreps, 1969
Kemme, Herbert R.; Kreps, Saul I.,
Vapor pressure of primary n-alkyl chlorides and alcohols,
J. Chem. Eng. Data, 1969, 14, 1, 98-102, https://doi.org/10.1021/je60040a011
. [all data]
Ambrose and Sprake, 1970
Ambrose, D.; Sprake, C.H.S.,
Thermodynamic properties of organic oxygen compounds XXV. Vapour pressures and normal boiling temperatures of aliphatic alcohols,
The Journal of Chemical Thermodynamics, 1970, 2, 5, 631-645, https://doi.org/10.1016/0021-9614(70)90038-8
. [all data]
Xing, Tan, et al., 2008
Xing, J.; Tan, Z.-C.; Shi, Q.; Tong, B.; Wang, S.-X.; Li, Y.-S.,
Heat capacity and thermodynamic properties of 1-hexadecanol,
J Therm Anal Calorim, 2008, 92, 2, 375-380, https://doi.org/10.1007/s10973-007-8955-1
. [all data]
Ventol«65533», Calvet, et al., 2004
Ventol«65533», L.; Calvet, T.; Cuevas-Diarte, M.A.; Ram«65533»rez, M.; Oonk, H.A.J.; Mondieig, D.; Negrier, Ph.,
Melting behaviour in the n-alkanol family. Enthalpy?entropy compensation,
Phys. Chem. Chem. Phys., 2004, 6, 8, 1786, https://doi.org/10.1039/b313106h
. [all data]
Kuchhal, Shukla, et al., 1979
Kuchhal, Y.K.; Shukla, R.N.; Biswas, A.B.,
Differential thermal analysis of n-long chain alcohols and corresponding alkoxy ethanols,
Thermochimica Acta, 1979, 31, 1, 61-70, https://doi.org/10.1016/0040-6031(79)80008-8
. [all data]
Eykman, 1889
Eykman, J.F.,
Zur kryoskopischen Molekulargewichtsbestimmung,
Z. Physik. Chem., 1889, 4, 497-519. [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]
Mosselman, Mourik, et al., 1974
Mosselman, C.; Mourik, J.; Dekker, H.,
Enthalpies of phase change and heat capacities of some long-chain alcohols. Adiabatic semi-microcalorimeter for studies of polymorphism,
J. Chem. Thermodynam., 1974, 6, 477-487. [all data]
Notes
Go To: Top, Gas phase thermochemistry data, Phase change data, References
- Symbols used in this document:
S°gas Entropy of gas at standard conditions Tboil Boiling point Tfus Fusion (melting) point Ttriple Triple point temperature ΔHtrs Enthalpy of phase transition ΔStrs Entropy of phase transition ΔfH°gas Enthalpy of formation of gas at standard conditions 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
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