2-Pentanol
- Formula: C5H12O
- Molecular weight: 88.1482
- IUPAC Standard InChIKey: JYVLIDXNZAXMDK-UHFFFAOYSA-N
- CAS Registry Number: 6032-29-7
- 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. - Stereoisomers:
- Other names: sec-Amyl alcohol; sec-Pentanol; Methylpropylcarbinol; 1-Methyl-1-butanol; 1-Methylbutanol; 2-Pentyl alcohol; n-C3H7CH(OH)CH3; Pentanol-2; Pentan-2-ol; sec-n-Amyl alcohol; Isoamyl alcohol, secondary; sec-Pentyl alcohol
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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
Quantity | Value | Units | Method | Reference | Comment |
---|---|---|---|---|---|
Tboil | 392. ± 1. | K | AVG | N/A | Average of 40 out of 43 values; Individual data points |
Quantity | Value | Units | Method | Reference | Comment |
Tc | 560.3 ± 0.3 | K | AVG | N/A | Average of 6 values; Individual data points |
Quantity | Value | Units | Method | Reference | Comment |
Pc | 36.3 ± 0.2 | atm | N/A | Gude and Teja, 1995 | |
Pc | 35.92 | atm | N/A | Quadri, Khilar, et al., 1991 | Uncertainty assigned by TRC = 0.39 atm; TRC |
Pc | 36.61 | atm | N/A | Rosenthal and Teja, 1990 | Uncertainty assigned by TRC = 0.20 atm; TRC |
Pc | 36.61 | atm | N/A | Rosenthal and Teja, 1989 | Uncertainty assigned by TRC = 0.20 atm; TRC |
Quantity | Value | Units | Method | Reference | Comment |
Vc | 0.329 | l/mol | N/A | Gude and Teja, 1995 | |
Quantity | Value | Units | Method | Reference | Comment |
ρc | 3.04 ± 0.02 | mol/l | N/A | Gude and Teja, 1995 | |
ρc | 3.04 | mol/l | N/A | Smith, Anselme, et al., 1986 | Uncertainty assigned by TRC = 0.23 mol/l; TRC |
Quantity | Value | Units | Method | Reference | Comment |
ΔvapH° | 12.8 | kcal/mol | CGC | Chickos, Hosseini, et al., 1995 | Based on data from 323. to 373. K.; AC |
ΔvapH° | 13.0 ± 0.05 | kcal/mol | C | Majer, Svoboda, et al., 1985 | AC |
ΔvapH° | 12.6 ± 0.31 | kcal/mol | V | Connett, 1970 | ALS |
ΔvapH° | 12.56 ± 0.30 | kcal/mol | V | Chao and Rossini, 1965 | Heat of formation derived by Cox and Pilcher, 1970; ALS |
ΔvapH° | 12.7 | kcal/mol | C | McCurdy and Laidler, 1963 | AC |
Enthalpy of vaporization
ΔvapH (kcal/mol) | Temperature (K) | Method | Reference | Comment |
---|---|---|---|---|
12.2 | 339. | EB | Gierycz, Kosowski, et al., 2009 | Based on data from 324. to 391. K.; AC |
14.1 | 289. | A | Stephenson and Malanowski, 1987 | Based on data from 274. to 393. K.; AC |
12.6 ± 0.05 | 313. | C | Majer, Svoboda, et al., 1985 | AC |
12.2 ± 0.05 | 328. | C | Majer, Svoboda, et al., 1985 | AC |
11.7 ± 0.05 | 343. | C | Majer, Svoboda, et al., 1985 | AC |
11.2 ± 0.02 | 358. | C | Majer, Svoboda, et al., 1985 | AC |
10.9 ± 0.02 | 368. | C | Majer, Svoboda, et al., 1985 | AC |
12.0 | 337. | N/A | Sachek, Markovnik, et al., 1984 | Based on data from 322. to 393. K.; AC |
12.9 | 313. | N/A | Wilhoit and Zwolinski, 1973 | Based on data from 298. to 393. K.; AC |
12.8 | 313. | N/A | Butler, Ramchandani, et al., 1935 | Based on data from 298. to 383. K. See also Boublik, Fried, et al., 1984.; 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 |
---|---|---|---|---|---|
298.12 to 383.34 | 4.41778 | 1291.212 | -100.017 | Butler, Ramchandani, et al., 1935, 2 | Coefficents calculated by NIST from author's data. |
Enthalpy of fusion
ΔfusH (kcal/mol) | Temperature (K) | Reference | Comment |
---|---|---|---|
2.03 | 200. | Lohmann, Joh, et al., 1997 | AC |
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.
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]
Quadri, Khilar, et al., 1991
Quadri, S.K.; Khilar, K.C.; Kudchadker, A.P.; Patni, M.J.,
Measurement of the critical temperatures and critical pressures of some thermally stable or mildly unstable alkanols,
J. Chem. Thermodyn., 1991, 23, 67-76. [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]
Smith, Anselme, et al., 1986
Smith, R.L.; Anselme, M.J.; Teja, A.S.,
The Critical Temperatures of Isomeric Pentanols and Heptanols,
Fluid Phase Equilib., 1986, 31, 161. [all data]
Chickos, Hosseini, et al., 1995
Chickos, James S.; Hosseini, Sarah; Hesse, Donald G.,
Determination of vaporization enthalpies of simple organic molecules by correlations of changes in gas chromatographic net retention times,
Thermochimica Acta, 1995, 249, 41-62, https://doi.org/10.1016/0040-6031(95)90670-3
. [all data]
Majer, Svoboda, et al., 1985
Majer, V.; Svoboda, V.; Lencka, M.,
Enthalpies of vaporization and cohesive energies of dimethylpyridines and trimethylpyridines,
The Journal of Chemical Thermodynamics, 1985, 17, 4, 365-370, https://doi.org/10.1016/0021-9614(85)90133-8
. [all data]
Connett, 1970
Connett, J.E.,
Chemical equilibria. Part III. Dehydrogenation of pentan-1-ol, pentan-2-ol, and 3-methylbutan-2-ol,
J. Chem. Soc. A, 1970, 1284-1286. [all data]
Chao and Rossini, 1965
Chao, J.; Rossini, F.D.,
Heats of combustion, formation, and isomerization of nineteen alkanols,
J. Chem. Eng. Data, 1965, 10, 374-379. [all data]
Cox and Pilcher, 1970
Cox, J.D.; Pilcher, G.,
Thermochemistry of Organic and Organometallic Compounds, Academic Press, New York, 1970, 1-636. [all data]
McCurdy and Laidler, 1963
McCurdy, K.G.; Laidler, K.J.,
HEATS OF VAPORIZATION OF A SERIES OF ALIPHATIC ALCOHOLS,
Can. J. Chem., 1963, 41, 8, 1867-1871, https://doi.org/10.1139/v63-274
. [all data]
Gierycz, Kosowski, et al., 2009
Gierycz, Pawel; Kosowski, Andrzej; Swietlik, Ryszard,
Vapor-Liquid Equilibria in Binary Systems Formed by Cyclohexane with Alcohols,
J. Chem. Eng. Data, 2009, 54, 11, 2996-3001, https://doi.org/10.1021/je900050z
. [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]
Sachek, Markovnik, et al., 1984
Sachek, A.I.; Markovnik, V.S.; Peshchenko, A.D.; Shvaro, A.V.; Andreevskii, D.N.,
Khim. Prom-st. (Moscow), 1984, 337. [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]
Butler, Ramchandani, et al., 1935
Butler, J.A.V.; Ramchandani, C.N.; Thomson, D.W.,
58. The solubility of non-electrolytes. Part I. The free energy of hydration of some aliphatic alcohols,
J. Chem. Soc., 1935, 280, https://doi.org/10.1039/jr9350000280
. [all data]
Boublik, Fried, et al., 1984
Boublik, T.; Fried, V.; Hala, E.,
The Vapour Pressures of Pure Substances: Selected Values of the Temperature Dependence of the Vapour Pressures of Some Pure Substances in the Normal and Low Pressure Region, 2nd ed., Elsevier, New York, 1984, 972. [all data]
Butler, Ramchandani, et al., 1935, 2
Butler, J.A.V.; Ramchandani, C.N.; Thomson, D.W.,
The Solubility of Non-Electrolytes. Part 1. The Free Energy of Hydration of Some Alphatic Alcohols,
J. Chem. Soc., 1935, 280-285, https://doi.org/10.1039/jr9350000280
. [all data]
Lohmann, Joh, et al., 1997
Lohmann, J.; Joh, R.; Gmehling, J.,
Solid-Liquid Equilibria of Viscous Binary Mixtures with Alcohols,
J. Chem. Eng. Data, 1997, 42, 6, 1170-1175, https://doi.org/10.1021/je9700683
. [all data]
Notes
Go To: Top, Phase change data, References
- Symbols used in this document:
Pc Critical pressure Tboil Boiling point Tc Critical temperature Vc Critical volume ΔfusH Enthalpy of fusion ΔvapH Enthalpy of vaporization ΔvapH° Enthalpy of vaporization at standard conditions ρc Critical density - Data from NIST Standard Reference Database 69: NIST Chemistry WebBook
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