Behenic alcohol
- Formula: C22H46O
- Molecular weight: 326.6000
- IUPAC Standard InChIKey: NOPFSRXAKWQILS-UHFFFAOYSA-N
- CAS Registry Number: 661-19-8
- 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: 1-Docosanol; Docosyl alcohol; Docosanol-(1); Cachalot BE-22; Loxiol VPG 1451; Docosan-1-ol; Behenyl alcohol; n-Docosanol; Abreva; Docosanol; IK 2; Lanette 22; NAA 422; Nacol 22-97; NSC 8407; Stenol 1822; Stenol 1822A; Tadenan; Dehydag wax 22 (lanette); Emery 3304; N-Eicosanol
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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
CAL - James S. Chickos, William E. Acree, Jr., Joel F. Liebman, Students of Chem 202 (Introduction to the Literature of Chemistry), University of Missouri -- St. Louis
Quantity | Value | Units | Method | Reference | Comment |
---|---|---|---|---|---|
Tfus | 343. | K | N/A | Kuchhal, Shukla, et al., 1979 | Crystal phase 1 phase; Uncertainty assigned by TRC = 0.25 K; TRC |
Tfus | 342.4 | K | N/A | Davies and Kybett, 1965 | Uncertainty assigned by TRC = 0.6 K; TRC |
Tfus | 343.2 | K | N/A | Shulman, Formo, et al., 1961 | Uncertainty assigned by TRC = 3. K; TRC |
Quantity | Value | Units | Method | Reference | Comment |
ΔvapH° | 135.9 ± 0.8 | kJ/mol | CGC | Nichols, Kweskin, et al., 2006 | AC |
Quantity | Value | Units | Method | Reference | Comment |
ΔsubH° | 207. ± 10. | kJ/mol | V | Davies and Kybett, 1965 | ALS |
ΔsubH° | 239. ± 10. | kJ/mol | N/A | Davies and Kybett, 1965 | AC |
Reduced pressure boiling point
Tboil (K) | Pressure (bar) | Reference | Comment |
---|---|---|---|
453.2 | 0.0003 | Weast and Grasselli, 1989 | BS |
Enthalpy of vaporization
ΔvapH (kJ/mol) | Temperature (K) | Method | Reference | Comment |
---|---|---|---|---|
115.3 | 351. | A,ME | Stephenson and Malanowski, 1987 | Based on data from 344. to 459. K. See also Davies and Kybett, 1965.; AC |
Enthalpy of sublimation
ΔsubH (kJ/mol) | Temperature (K) | Method | Reference | Comment |
---|---|---|---|---|
207. ± 10. | 330. | ME | Davies and Kybett, 1965 | Based on data from 335. to 341. K. See also Stephenson and Malanowski, 1987.; AC |
Enthalpy of fusion
ΔfusH (kJ/mol) | Temperature (K) | Method | Reference | Comment |
---|---|---|---|---|
85.07 | 340.8 | AC | Tong, Tan, et al., 2008 | Based on data from 80. to 400. K.; AC |
86.06 | 343.9 | N/A | van Miltenburg, Oonk, et al., 2001 | AC |
46.57 | 345.2 | N/A | Kuchhal, Shukla, et al., 1979 | AC |
Entropy of fusion
ΔfusS (J/mol*K) | Temperature (K) | Reference | Comment |
---|---|---|---|
50.72 | 333.9 | Kuchhal, Shukla, et al., 1979, 2 | CAL |
134.9 | 345.2 |
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.
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]
Davies and Kybett, 1965
Davies, M.; Kybett, B.,
Sublimation and vaporization heats of long-chain alcohols,
Trans. Faraday Soc., 1965, 61, 1608. [all data]
Shulman, Formo, et al., 1961
Shulman, S.; Formo, M.W.; Rheineck, A.E.,
Aliphatic Urethanes. Effect of Chain Length on Some Physical Properties,
J. Am. Oil Chem. SOc., 1961, 38, 205-8. [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]
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]
Tong, Tan, et al., 2008
Tong, Bo; Tan, Zhi-Cheng; Wang, Shao-Xu,
Thermodynamic Properties of 1-Docosanol,
Acta Phys. Chim. Sin., 2008, 24, 9, 1699-1702, https://doi.org/10.3866/PKU.WHXB20080930
. [all data]
van Miltenburg, Oonk, et al., 2001
van Miltenburg, J. Cees; Oonk, Harry A.J.; Ventola, Lourdes,
Heat Capacities and Derived Thermodynamic Functions of 1-Octadecanol, 1-Nonadecanol, 1-Eicosanol, and 1-Docosanol between 10 K and 370 K,
J. Chem. Eng. Data, 2001, 46, 1, 90-97, https://doi.org/10.1021/je000048s
. [all data]
Kuchhal, Shukla, et al., 1979, 2
Kuchhal, Y.K.; Shukla, R.N.; Biswas, A.B.,
Differential thermal analysis of n-long chain alcohols and corresponding alkoxy ethanols,
Thermochim. Acta, 1979, 31, 1, 61, https://doi.org/10.1016/0040-6031(79)80008-8
. [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
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