1-Butanol, 3-methyl-
- Formula: C5H12O
- Molecular weight: 88.1482
- IUPAC Standard InChIKey: PHTQWCKDNZKARW-UHFFFAOYSA-N
- CAS Registry Number: 123-51-3
- 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: Isopentyl alcohol; Fermentation amyl alcohol; Fusel Oil; Isoamyl alcohol; Isoamylol; Isobutyl carbinol; Isopentanol; 2-Methyl-4-butanol; 3-Methyl-1-butanol; 3-Methylbutanol; Alcool amilico; Alcool isoamylique; Amylowy alkohol; iso-amylalkohol; 3-Methylbutan-1-ol; 3-Metil-butanolo; Isoamyl alcohol, primary; Butanol, 3-methyl-; Butan-1-ol, 3-methyl; i-Amyl alcohol; Isopentan-1-ol; Methyl-3-butan-1-ol; NSC 1029; UN 1105; 3-methylbutanoI; Isoamyl alcohol (3-methyl butanol)
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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 | -355.9 ± 1.6 | kJ/mol | Ccb | Markovnik, Shvarko, et al., 1987 | Uc =-3320.42 kJ/mol; ALS |
ΔfH°liquid | -356.4 ± 0.59 | kJ/mol | Ccb | Chao and Rossini, 1965 | ALS |
Quantity | Value | Units | Method | Reference | Comment |
ΔcH°liquid | -3326.6 ± 1.6 | kJ/mol | Ccb | Markovnik, Shvarko, et al., 1987 | Uc =-3320.42 kJ/mol; Corresponding ΔfHºliquid = -355.92 kJ/mol (simple calculation by NIST; no Washburn corrections); ALS |
ΔcH°liquid | -3326.2 ± 0.50 | kJ/mol | Ccb | Chao and Rossini, 1965 | Corresponding ΔfHºliquid = -356.4 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 |
---|---|---|---|
257.7 | 347. | Swietoslawski and Zielenkiewicz, 1958 | Mean value 22 to 126°C.; DH |
209.52 | 295.52 | Zhdanov, 1945 | T = 7 to 47°C. Value is unsmoothed experimental datum.; DH |
210.0 | 303. | Willams and Daniels, 1924 | T = 303 to 343 K. Equation only; 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:
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.
Quantity | Value | Units | Method | Reference | Comment |
---|---|---|---|---|---|
Tboil | 404. ± 2. | K | AVG | N/A | Average of 83 out of 84 values; Individual data points |
Quantity | Value | Units | Method | Reference | Comment |
Tc | 579. ± 3. | K | AVG | N/A | Average of 9 values; Individual data points |
Quantity | Value | Units | Method | Reference | Comment |
Pc | 39.3 ± 0.2 | bar | N/A | Gude and Teja, 1995 | |
Pc | 39.30 | bar | N/A | Quadri, Khilar, et al., 1991 | Uncertainty assigned by TRC = 0.40 bar; TRC |
Pc | 45.5963 | bar | N/A | Kreglewski, 1955 | Uncertainty assigned by TRC = 2.0265 bar; TRC |
Quantity | Value | Units | Method | Reference | Comment |
ΔvapH° | 53. ± 8. | kJ/mol | AVG | N/A | Average of 6 values; Individual data points |
Enthalpy of vaporization
ΔvapH (kJ/mol) | Temperature (K) | Method | Reference | Comment |
---|---|---|---|---|
44.07 | 404.2 | N/A | Majer and Svoboda, 1985 | |
49.8 | 363. | N/A | Lladosa, Monton, et al., 2008 | Based on data from 348. to 404. K.; AC |
47.2 | 340. | N/A | Aucejo, Burguet, et al., 1994 | Based on data from 325. to 385. K.; AC |
57.1 | 318. | N/A | Stephenson and Malanowski, 1987 | Based on data from 303. to 412. K.; AC |
55.2 ± 0.2 | 303. | C | Majer, Svoboda, et al., 1985 | AC |
54.2 ± 0.2 | 313. | C | Majer, Svoboda, et al., 1985 | AC |
52.9 ± 0.2 | 328. | C | Majer, Svoboda, et al., 1985 | AC |
51.4 ± 0.2 | 343. | C | Majer, Svoboda, et al., 1985 | AC |
49.7 ± 0.2 | 358. | C | Majer, Svoboda, et al., 1985 | AC |
56.5 | 313. | N/A | Wilhoit and Zwolinski, 1973 | Based on data from 298. to 426. K.; AC |
Enthalpy of vaporization
ΔvapH = A exp(-αTr)
(1 − Tr)β
ΔvapH =
Enthalpy of vaporization (at saturation pressure)
(kJ/mol)
Tr = reduced temperature (T / Tc)
View plot Requires a JavaScript / HTML 5 canvas capable browser.
Temperature (K) | 303. to 395. |
---|---|
A (kJ/mol) | 68.92 |
α | -0.598 |
β | 0.7228 |
Tc (K) | 579.4 |
Reference | Majer and Svoboda, 1985 |
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.
Markovnik, Shvarko, et al., 1987
Markovnik, V.S.; Shvarko, O.V.; Al'khimovich, V.M.; Sachek, A.I.,
Temperature dependence of vapor pressure, of heats of formation, combustion, and vaporization of 3-methyl-1-butanol,
Termodin. Org. Soedin., 1987, 68-70. [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]
Swietoslawski and Zielenkiewicz, 1958
Swietoslawski, W.; Zielenkiewicz, A.,
Mean specific heats of binary positive azeotropes,
Bull. Acad. Pol. Sci. Ser. Sci. Chim., 1958, 6, 367-369. [all data]
Zhdanov, 1945
Zhdanov, A.K.,
On the thermal capacity of some pure liquids and azeotropic mixtures,
Zhur. Obshch. Khim., 1945, 15, 895-902. [all data]
Willams and Daniels, 1924
Willams, J.W.; Daniels, F.,
The specific heats of certain organic liquids at elevated temperatures,
J. Am. Chem. Soc., 1924, 46, 903-917. [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]
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]
Kreglewski, 1955
Kreglewski, A.,
The Critical Temperatures of Mixtures formed by Benzene and n-Octane with Iso-Alcohols,
Rocz. Chem., 1955, 29, 754. [all data]
Majer and Svoboda, 1985
Majer, V.; Svoboda, V.,
Enthalpies of Vaporization of Organic Compounds: A Critical Review and Data Compilation, Blackwell Scientific Publications, Oxford, 1985, 300. [all data]
Lladosa, Monton, et al., 2008
Lladosa, Estela; Monton, Juan B.; Burguet, MaCruz,
Isobaric Vapor-Liquid Equilibria for Binary and Ternary Mixtures of Diisopropyl Ether, 2-Propyl Alcohol, and 3-Methyl-1-Butanol,
J. Chem. Eng. Data, 2008, 53, 8, 1897-1902, https://doi.org/10.1021/je800298n
. [all data]
Aucejo, Burguet, et al., 1994
Aucejo, Antonio; Burguet, M.C.; Monton, Juan B.; Munoz, Rosa; Sanchotello, Margarita; Vazquez, M. Isabel,
Isothermal Vapor-Liquid Equilibria of 1-Pentanol with 2-Methyl-1-butanol, 2-Methyl-2-butanol, and 3-Methyl-2-butanol,
J. Chem. Eng. Data, 1994, 39, 3, 578-580, https://doi.org/10.1021/je00015a040
. [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]
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]
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]
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 Tboil Boiling point Tc Critical temperature ΔcH°liquid Enthalpy of combustion of liquid at standard conditions ΔfH°liquid Enthalpy of formation of liquid 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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