2-Butanol
- Formula: C4H10O
- Molecular weight: 74.1216
- IUPAC Standard InChIKey: BTANRVKWQNVYAZ-UHFFFAOYSA-N
- CAS Registry Number: 78-92-2
- 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. - Species with the same structure:
- Stereoisomers:
- Other names: sec-Butyl Alcohol; sec-Butanol; CCS 301; Ethyl methyl carbinol; Methyl ethyl carbinol; 1-Methyl-1-propanol; 1-Methylpropyl alcohol; 2-Hydroxybutane; sec-C4H9OH; Butane, 2-hydroxy-; Butanol-2; Butan-2-ol; 2-Butyl alcohol; s-Butyl alcohol; Butylene hydrate; DL-sec-Butanol; DL-2-Butanol; Alcool butylique secondaire; Butanol secondaire; s-Butanol; 1-Methyl propanol; n-Butan-2-ol; NSC 25499
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- Other data available:
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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:
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
DH - Eugene S. Domalski and Elizabeth D. Hearing
Quantity | Value | Units | Method | Reference | Comment |
---|---|---|---|---|---|
Tboil | 372. ± 1. | K | AVG | N/A | Average of 69 out of 71 values; Individual data points |
Quantity | Value | Units | Method | Reference | Comment |
Ttriple | 184.73 | K | N/A | Wilhoit, Chao, et al., 1985 | Uncertainty assigned by TRC = 0.1 K; TRC |
Ttriple | 184.70 | K | N/A | Andon, Connett, et al., 1971 | Uncertainty assigned by TRC = 0.02 K; TRC |
Quantity | Value | Units | Method | Reference | Comment |
Tc | 536. ± 1. | K | AVG | N/A | Average of 8 values; Individual data points |
Quantity | Value | Units | Method | Reference | Comment |
Pc | 42.0 ± 0.2 | bar | AVG | N/A | Average of 6 values; Individual data points |
Quantity | Value | Units | Method | Reference | Comment |
Vc | 0.269 | l/mol | N/A | Gude and Teja, 1995 | |
Quantity | Value | Units | Method | Reference | Comment |
ρc | 3.72 ± 0.02 | mol/l | N/A | Gude and Teja, 1995 | |
ρc | 3.72 | mol/l | N/A | Teja, Lee, et al., 1989 | TRC |
ρc | 3.717 | mol/l | N/A | Ambrose and Townsend, 1963 | TRC |
Quantity | Value | Units | Method | Reference | Comment |
ΔvapH° | 48. ± 5. | kJ/mol | AVG | N/A | Average of 9 values; Individual data points |
Enthalpy of vaporization
ΔvapH (kJ/mol) | Temperature (K) | Method | Reference | Comment |
---|---|---|---|---|
40.75 | 372.7 | N/A | Majer and Svoboda, 1985 | |
48.8 | 330. | EB | Gierycz, Kosowski, et al., 2009 | Based on data from 315. to 371. K.; AC |
46.2 | 335. | N/A | Martínez, Lladosa, et al., 2009 | Based on data from 320. to 379. K.; AC |
47.7 | 321. | N/A | Dejoz, Cruz Burguet, et al., 1995 | Based on data from 306. to 373. K.; AC |
49.3 | 318. | A | Stephenson and Malanowski, 1987 | Based on data from 303. to 403. K.; AC |
43.2 | 370. | A | Stephenson and Malanowski, 1987 | Based on data from 359. to 381. K.; AC |
47.9 | 387. | A | Stephenson and Malanowski, 1987 | Based on data from 372. to 524. K.; AC |
57.5 | 225. | A | Stephenson and Malanowski, 1987 | Based on data from 210. to 303. K.; AC |
43.2 | 369. | A | Stephenson and Malanowski, 1987 | Based on data from 359. to 380. K.; AC |
42. | 383. | A | Stephenson and Malanowski, 1987 | Based on data from 368. to 404. K.; AC |
39.6 | 410. | A | Stephenson and Malanowski, 1987 | Based on data from 395. to 485. K.; AC |
35. | 491. | A | Stephenson and Malanowski, 1987 | Based on data from 476. to 536. K.; AC |
44.7 | 355. | EB | Stephenson and Malanowski, 1987 | Based on data from 340. to 379. K. See also Berman and McKetta, 1962 and Ambrose, Counsell, et al., 1970.; AC |
47.8 | 322. | N/A | Sachek, Peshchenko, et al., 1982 | Based on data from 307. to 373. K.; AC |
53.2 | 308. | N/A | Di Cave, Chianese, et al., 1978 | Based on data from 293. to 380. K.; AC |
44.1 | 334. | N/A | Brazhnikov, Andreevskii, et al., 1975 | Based on data from 319. to 372. K.; AC |
50.2 | 295. | N/A | Cabani, Conti, et al., 1975 | Based on data from 280. to 314. K.; AC |
48.1 | 313. | N/A | Wilhoit and Zwolinski, 1973 | Based on data from 298. to 393. K.; AC |
46.3 | 338. | N/A | Brown, Fock, et al., 1969 | Based on data from 323. to 373. K. See also Boublik, Fried, et al., 1984.; AC |
44.1 | 360. | EB | Biddiscombe, Collerson, et al., 1963 | Based on data from 345. to 381. K.; AC |
45.3 ± 0.1 | 340. | C | Berman and McKetta, 1962 | AC |
43.3 ± 0.1 | 355. | C | Berman and McKetta, 1962 | AC |
41.9 ± 0.1 | 365. | C | Berman and McKetta, 1962 | AC |
40.8 ± 0.1 | 372. | C | Berman and McKetta, 1962 | 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) | 298. to 372. |
---|---|
A (kJ/mol) | 52.6 |
α | -1.462 |
β | 1.0701 |
Tc (K) | 536. |
Reference | Majer and Svoboda, 1985 |
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 |
---|---|---|---|---|---|
422.11 to 535.9 | 4.19827 | 1094.254 | -111.603 | Ambrose and Townsend, 1963, 2 | Coefficents calculated by NIST from author's data. |
345.54 to 380.30 | 4.32943 | 1158.672 | -104.683 | Biddiscombe, Collerson, et al., 1963, 2 | Coefficents calculated by NIST from author's data. |
Enthalpy of fusion
ΔfusH (kJ/mol) | Temperature (K) | Reference | Comment |
---|---|---|---|
6.000 | 177.38 | Andon, Connett, et al., 1971, 2 | DH |
5.970 | 184.70 | Andon, Connett, et al., 1971, 2 | DH |
5.97 | 184.7 | Andon, Connett, et al., 1971, 3 | AC |
Entropy of fusion
ΔfusS (J/mol*K) | Temperature (K) | Reference | Comment |
---|---|---|---|
33.83 | 177.38 | Andon, Connett, et al., 1971, 2 | DH |
32.32 | 184.70 | Andon, Connett, et al., 1971, 2 | DH |
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.
Wilhoit, Chao, et al., 1985
Wilhoit, R.C.; Chao, J.; Hall, K.R.,
Thermodynamic Properties of Key Organic Compounds in the Carbon Range C1 to C4. Part 1. Properties of Condensed Phases,
J. Phys. Chem. Ref. Data, 1985, 14, 1. [all data]
Andon, Connett, et al., 1971
Andon, R.J.L.; Connett, J.E.; Counsell, J.F.; Lees, E.B.; Martin, J.F.,
Thermodynamic properties of organic oxygen compounds: xxvii racemate of - butan-2-ol and (+)-butan-2-ol,
J. Chem. Soc. A, 1971, 1971, 661-4. [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]
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]
Ambrose and Townsend, 1963
Ambrose, D.; Townsend, R.,
Thermodynamic Properties of Organic Oxygen Compounds IX. The Critical Properties and Vapor Pressures Above Five Atmospheres of Six Aliphatic Alcohols,
J. Chem. Soc., 1963, 54, 3614-25. [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]
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]
Martínez, Lladosa, et al., 2009
Martínez, Nelson F.; Lladosa, Estela; Burguet, MªCruz; Montón, Juan B.; Yazimon, Marlen,
Isobaric vapour--liquid equilibria for the binary systems 4-methyl-2-pentanone+1-butanol and+2-butanol at 20 and 101.3kPa,
Fluid Phase Equilibria, 2009, 277, 1, 49-54, https://doi.org/10.1016/j.fluid.2008.11.012
. [all data]
Dejoz, Cruz Burguet, et al., 1995
Dejoz, Ana; Cruz Burguet, M.; Munoz, Rosa; Sanchotello, Margarita,
Isobaric Vapor-Liquid Equilibria of Tetrachloroethylene with 1-Butanol and 2-Butanol at 6 and 20 kPa,
J. Chem. Eng. Data, 1995, 40, 1, 290-292, https://doi.org/10.1021/je00017a064
. [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]
Berman and McKetta, 1962
Berman, Neil S.; McKetta, John J.,
THE THERMODYNAMIC PROPERTIES OF 2-BUTANOL,
J. Phys. Chem., 1962, 66, 8, 1444-1448, https://doi.org/10.1021/j100814a016
. [all data]
Ambrose, Counsell, et al., 1970
Ambrose, D.; Counsell, J.F.; Davenport, A.J.,
The use of Chebyshev polynomials for the representation of vapour pressures between the triple point and the critical point,
The Journal of Chemical Thermodynamics, 1970, 2, 2, 283-294, https://doi.org/10.1016/0021-9614(70)90093-5
. [all data]
Sachek, Peshchenko, et al., 1982
Sachek, A.I.; Peshchenko, A.D.; Markovnik, V.S.; Ral'ko, O.V.; Andreevskii, D.N.; Leont'eva, A.A.,
Termodin. Org. Soedin., 1982, 94. [all data]
Di Cave, Chianese, et al., 1978
Di Cave, Sergio; Chianese, Angelo; Prantera, Antonio,
Vapor-liquid equilibrium of the system methylethylketone-sec-butyl alcohol,
J. Chem. Eng. Data, 1978, 23, 4, 279-281, https://doi.org/10.1021/je60079a013
. [all data]
Brazhnikov, Andreevskii, et al., 1975
Brazhnikov, M.M.; Andreevskii, D.N.; Sachek, A.I.; Peshchenko, A.D.,
Zh. Prikl. Khim. (Leningrad), 1975, 48, 10, 2181. [all data]
Cabani, Conti, et al., 1975
Cabani, Sergio; Conti, G.; Mollica, V.; Lepori, L.,
Thermodynamic study of dilute aqueous solutions of organic compounds. Part 4.---Cyclic and straight chain secondary alcohols,
J. Chem. Soc., Faraday Trans. 1, 1975, 71, 0, 1943, https://doi.org/10.1039/f19757101943
. [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]
Brown, Fock, et al., 1969
Brown, I.; Fock, W.; Smith, F.,
The thermodynamic properties of solutions of normal and branched alcohols in benzene and n-hexane,
The Journal of Chemical Thermodynamics, 1969, 1, 3, 273-291, https://doi.org/10.1016/0021-9614(69)90047-0
. [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]
Biddiscombe, Collerson, et al., 1963
Biddiscombe, D.P.; Collerson, R.R.; Handley, R.; Herington, E.F.G.; Martin, J.F.; Sprake, C.H.S.,
364. Thermodynamic properties of organic oxygen compounds. Part VIII. Purification and vapour pressures of the propyl and butyl alcohols,
J. Chem. Soc., 1963, 1954, https://doi.org/10.1039/jr9630001954
. [all data]
Ambrose and Townsend, 1963, 2
Ambrose, D.; Townsend, R.,
Thermodynamic Properties of Organic Oxygen Compounds. Part 9. The Critical Properties and Vapour Pressures, above Five Atmospheres, of Six Aliphatic Alcohols,
J. Chem. Soc., 1963, 3614-3625, https://doi.org/10.1039/jr9630003614
. [all data]
Biddiscombe, Collerson, et al., 1963, 2
Biddiscombe, D.P.; Collerson, R.R.; Handley, R.; Herington, E.F.G.; Martin, J.F.; Sprake, C.H.S.,
Thermodynamic Properties of Organic Oxygen Compounds. Part 8. Purification and Vapor Pressures of the Propyl and Butyl Alcohols,
J. Chem. Soc., 1963, 1954-1957, https://doi.org/10.1039/jr9630001954
. [all data]
Andon, Connett, et al., 1971, 2
Andon, R.J.; Connett, J.E.; Counsell, J.F.; Lees, E.B.; Martin, J.F.,
Thermodynamic properties of organic oxygen compounds. Part XXVII. (±)-Butan-2-ol and (+)-Butan-2-ol, 1971, J. [all data]
Andon, Connett, et al., 1971, 3
Andon, R.J.L.; Connett, J.E.; Counsell, J.F.; Lees, E.B.; Martin, J.F.,
Thermodynamic properties of organic oxygen compounds. Part XXVII. («65533»)-Butan-2-ol and (+)-butan-2-ol,
J. Chem. Soc., A, 1971, 661, https://doi.org/10.1039/j19710000661
. [all data]
Notes
Go To: Top, Phase change data, References
- Symbols used in this document:
Pc Critical pressure Tboil Boiling point Tc Critical temperature Ttriple Triple point temperature Vc Critical volume ΔfusH Enthalpy of fusion ΔfusS Entropy 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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