1-Dodecanol
- Formula: C12H26O
- Molecular weight: 186.3342
- IUPAC Standard InChIKey: LQZZUXJYWNFBMV-UHFFFAOYSA-N
- CAS Registry Number: 112-53-8
- 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: Dodecyl alcohol; n-Dodecan-1-ol; n-Dodecanol; n-Dodecyl alcohol; Alcohol C-12; Alfol 12; Dodecanol-1; Dytol J-68; Karukoru 20; Lauric Alcohol; Laurinic alcohol; Lauryl alcohol; Lauryl 24; Pisol; S 1298; Sipol L12; Siponol L2; Siponol L5; Siponol 25; 1-Dodecyl Alcohol; Duodecyl alcohol; n-Lauryl alcohol; Dodecan-1-ol; Cachalot l-50; Cachalot l-90; Lorol 11; Lorol 5; Lorol 7; CO-1214; CO-1214N; CO-1214S; Epal 12; n-Lauryl alcohol, primary; MA-1214; Dodecanol; 1-Hydroxydodecane; Hydroxydodecane; Lorol C12; Undecyl carbinol; Adol 10; Adol 12; NAA 42; Nacol 12-96; Hainol 12SS; Conol 20P; Conol 20PP; 1322-35-6; 68855-55-0; 8014-32-2; 8032-08-4; 8032-09-5
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Condensed 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:
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 |
---|---|---|---|---|---|
ΔfH°liquid | -528.5 ± 0.8 | kJ/mol | Ccb | Mosselman and Dekker, 1975 | ALS |
Quantity | Value | Units | Method | Reference | Comment |
ΔcH°liquid | -7950. ± 10. | kJ/mol | Ccb | Freeman and Bagby, 1989 | Corresponding ΔfHºliquid = -494. kJ/mol (simple calculation by NIST; no Washburn corrections); ALS |
ΔcH°liquid | -7909.4 ± 0.8 | kJ/mol | Ccb | Mosselman and Dekker, 1975 | Corresponding ΔfHºliquid = -528.5 kJ/mol (simple calculation by NIST; no Washburn corrections); ALS |
Constant pressure heat capacity of liquid
Cp,liquid (J/mol*K) | Temperature (K) | Reference | Comment |
---|---|---|---|
439.4 | 303.15 | Khasanshin and Zykova, 1989 | T = 303 to 533 K.; DH |
438.42 | 298.15 | Andreoli-Ball, Patterson, et al., 1988 | DH |
462. | 316. | Svensson, 1979 | T = 316 to 486 K.; DH |
Phase change data
Go To: Top, Condensed 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:
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 |
---|---|---|---|---|---|
Tboil | 534.2 | K | N/A | Aldrich Chemical Company Inc., 1990 | BS |
Quantity | Value | Units | Method | Reference | Comment |
Tfus | 297.0 ± 0.8 | K | AVG | N/A | Average of 11 values; Individual data points |
Quantity | Value | Units | Method | Reference | Comment |
Ttriple | 296.95 | K | N/A | Spizzichino, 1956 | Uncertainty assigned by TRC = 0.5 K; TRC |
Quantity | Value | Units | Method | Reference | Comment |
Ptriple | 9.599×10-7 | bar | N/A | Spizzichino, 1956 | Uncertainty assigned by TRC = 2.7×10-7 bar; TRC |
Quantity | Value | Units | Method | Reference | Comment |
Tc | 719.4 ± 1.5 | K | N/A | Gude and Teja, 1995 | |
Tc | 719.4 | K | N/A | Rosenthal and Teja, 1990 | Uncertainty assigned by TRC = 0.8 K; TRC |
Tc | 719.4 | K | N/A | Rosenthal and Teja, 1989 | Uncertainty assigned by TRC = 0.8 K; TRC |
Tc | 719.4 | K | N/A | Teja, Lee, et al., 1989 | TRC |
Quantity | Value | Units | Method | Reference | Comment |
Pc | 19.9 ± 0.5 | bar | N/A | Gude and Teja, 1995 | |
Pc | 19.94 | bar | N/A | Rosenthal and Teja, 1990 | Uncertainty assigned by TRC = 0.50 bar; TRC |
Pc | 19.94 | bar | N/A | Rosenthal and Teja, 1989 | Uncertainty assigned by TRC = 0.50 bar; TRC |
Quantity | Value | Units | Method | Reference | Comment |
ΔvapH° | 92. ± 1. | kJ/mol | AVG | N/A | Average of 8 values; Individual data points |
Quantity | Value | Units | Method | Reference | Comment |
ΔsubH° | 129.3 | kJ/mol | N/A | Davies and Kybett, 1965 | AC |
Enthalpy of vaporization
ΔvapH (kJ/mol) | Temperature (K) | Method | Reference | Comment |
---|---|---|---|---|
84.760 | 343.15 | N/A | Svensson, 1979 | No pressure measurement.; DH |
85.8 | 327. | GS | Kulikov, Verevkin, et al., 2001 | Based on data from 303. to 348. K.; AC |
80.5 | 358. | N/A | N'Guimbi, Kasehgari, et al., 1992 | Based on data from 303. to 413. K.; AC |
73.8 | 398. | A | Stephenson and Malanowski, 1987 | Based on data from 383. to 438. K.; AC |
57.1 | 520. | A | Stephenson and Malanowski, 1987 | Based on data from 505. to 550. K.; AC |
66.7 | 440. | A,EB | Stephenson and Malanowski, 1987 | Based on data from 425. to 550. K.; AC |
83.3 | 333. | A,ME | Stephenson and Malanowski, 1987 | Based on data from 303. to 363. K. See also Geiseler, Quitzsch, et al., 1962.; AC |
84.7 ± 0.5 | 343. | C | Svensson, 1979 | AC |
92.5 | 312. | N/A | Wilhoit and Zwolinski, 1973 | Based on data from 297. to 363. K.; AC |
67.6 | 426. | N/A | Wilhoit and Zwolinski, 1973 | Based on data from 411. to 487. K.; AC |
71.5 | 415. | DTA | Kemme and Kreps, 1969 | Based on data from 400. to 538. K.; AC |
95. ± 2. | 297. | V | Davies and Kybett, 1965 | ALS |
95.4 | 305. | ME | Davies and Kybett, 1965 | Based on data from 297. to 313. K.; AC |
67.6 | 426. | N/A | Rose, Papahronis, et al., 1958 | Based on data from 411. to 487. K.; AC |
Entropy of vaporization
ΔvapS (J/mol*K) | Temperature (K) | Reference | Comment |
---|---|---|---|
246.74 | 343.15 | Svensson, 1979 | No; DH |
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 |
---|---|---|---|---|---|
376.54 to 437.61 | 4.84691 | 2057.697 | -105.421 | Ambrose, Ellender, et al., 1974 | Coefficents calculated by NIST from author's data. |
425.72 to 549.67 | 3.88499 | 1499.764 | -151.106 | Ambrose and Sprake, 1970 | Coefficents calculated by NIST from author's data. |
399.7 to 538.6 | 3.81152 | 1454.635 | -155.915 | Kemme and Kreps, 1969 |
Enthalpy of sublimation
ΔsubH (kJ/mol) | Temperature (K) | Method | Reference | Comment |
---|---|---|---|---|
130.1 ± 1.2 | 290. | ME | Davies and Kybett, 1965 | Based on data from 285. to 294. K. See also Stephenson and Malanowski, 1987.; AC |
Enthalpy of fusion
ΔfusH (kJ/mol) | Temperature (K) | Reference | Comment |
---|---|---|---|
40.31 | 297.3 | van Miltenburg, van den Berg, et al., 2003 | AC |
40.17 | 300.2 | Acree, 1993 | AC |
References
Go To: Top, Condensed 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]
Freeman and Bagby, 1989
Freeman, B.; Bagby, M.O.,
Heats of combustion of fatty esters and triglycerides,
J. Am. Oil Chem. Soc., 1989, 66, 1601-1605. [all data]
Khasanshin and Zykova, 1989
Khasanshin, T.S.; Zykova, T.B.,
Specific heat of saturated monatomic alcohols,
Inzh. -Fiz. Zhur., 1989, 56(6), 991-994. [all data]
Andreoli-Ball, Patterson, et al., 1988
Andreoli-Ball, L.; Patterson, D.; Costas, M.; Caceres-Alonso, M.,
Heat capacity and corresponding states in alkan-1-ol-n-alkane systems, J. Chem. Soc.,
Faraday Trans. 1, 1988, 84(11), 3991-4012. [all data]
Svensson, 1979
Svensson, Ch.,
Enthalpies of vaporization of 1-decanol and 1-dodecanol and their influence on the CH2-increment for the enthalpies of formation,
J. Chem. Thermodynam., 1979, 11, 593-596. [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]
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]
Gude and Teja, 1995
Gude, M.; Teja, A.S.,
Vapor-Liquid Critical Properties of Elements and Compounds. 4. Aliphatic Alkanols,
J. Chem. Eng. Data, 1995, 40, 1025-1036. [all data]
Rosenthal and Teja, 1990
Rosenthal, D.J.; Teja, A.S.,
The Critical Pressures and temperatures of Isomeric Alkanols,
Ind. Eng. Chem. to be published 1990 1990, 1990. [all data]
Rosenthal and Teja, 1989
Rosenthal, D.J.; Teja, A.S.,
Critical pressures and temperatures of isomeric alkanols,
Ind. Eng. Chem. Res., 1989, 28, 1693. [all data]
Teja, Lee, et al., 1989
Teja, A.S.; Lee, R.J.; Rosenthal, D.J.; Anselme, M.J.,
Correlation of the Critical Properties of Alkanes and Alkanols
in 5th IUPAC Conference on Alkanes and AlkanolsGradisca, 1989. [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]
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]
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]
Geiseler, Quitzsch, et al., 1962
Geiseler, G.; Quitzsch, K.; Hesselbach, J.; Huettig, R.,
Z. Phys. Chem. (Leipzig), 1962, 200, 79. [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]
Rose, Papahronis, et al., 1958
Rose, Arthur; Papahronis, B.; Williams, E.,
Experimental Measurement of Vapor-Liquid Equilibria for Octanol-Decanol and Decanol-Dodecanol Binaries.,
Ind. Eng. Chem. Chem. Eng. Data Series, 1958, 3, 2, 216-219, https://doi.org/10.1021/i460004a008
. [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]
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]
van Miltenburg, van den Berg, et al., 2003
van Miltenburg, J. Cees; van den Berg, Gerrit.J.K.; Ramirez, Marius,
Heat Capacities and Derived Thermodynamic Functions of 1-Dodecanol and 1-Tridecanol between 10 K and 370 K and Heat Capacities of 1-Pentadecanol and 1-Heptadecanol between 300 K and 380 K and Correlations for the Heat Capacity and the Entropy of Liquid n -Alcohols,
J. Chem. Eng. Data, 2003, 48, 1, 36-43, https://doi.org/10.1021/je025524o
. [all data]
Acree, 1993
Acree, William E.,
Thermodynamic properties of organic compounds,
Thermochimica Acta, 1993, 219, 97-104, https://doi.org/10.1016/0040-6031(93)80486-T
. [all data]
Notes
Go To: Top, Condensed phase thermochemistry data, Phase change data, References
- Symbols used in this document:
Cp,liquid Constant pressure heat capacity of liquid Pc Critical pressure Ptriple Triple point pressure Tboil Boiling point Tc Critical temperature Tfus Fusion (melting) point Ttriple Triple point temperature ΔcH°liquid Enthalpy of combustion of liquid at standard conditions ΔfH°liquid Enthalpy of formation of liquid at standard conditions ΔfusH Enthalpy of fusion ΔsubH Enthalpy of sublimation ΔsubH° Enthalpy of sublimation at standard conditions ΔvapH Enthalpy of vaporization ΔvapH° Enthalpy of vaporization at standard conditions ΔvapS Entropy of vaporization - Data from NIST Standard Reference Database 69: NIST Chemistry WebBook
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