2-Butanol

• Formula: C₄H₁₀O
• Molecular weight: 74.1216
• IUPAC Standard InChI: InChI=1S/C4H10O/c1-3-4(2)5/h4-5H,3H2,1-2H3 Copy

  
• IUPAC Standard InChIKey: BTANRVKWQNVYAZ-UHFFFAOYSA-N Copy
• 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
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• Species with the same structure:
  • 2-Butanol
• Stereoisomers:
  • 2-Butanol, (R)-
  • (S)-butan-2-ol
• 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
• Information on this page:
  • Normal boiling point
  • References
  • Notes
• Other data available:
  • Gas phase thermochemistry data
  • Condensed phase thermochemistry data
  • Phase change data
  • Reaction thermochemistry data
  • Henry's Law data
  • Gas phase ion energetics data
  • Ion clustering data
  • IR Spectrum
  • Mass spectrum (electron ionization)
  • Gas Chromatography
• Data at other public NIST sites:
  • Gas Phase Kinetics Database
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Normal boiling point

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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

References

Go To: Top, Normal boiling point, Notes

Data compilation copyright by the U.S. Secretary of Commerce on behalf of the U.S.A. All rights reserved.

Feng, Chou, et al., 1998
Feng, L.-C.; Chou, C.-H.; Tang, M.; Chen, Y.P., Vapor-Liquid Equilibria of Binary Mixtures 2-Butanol + Butyl Acetate, Hexane + Butyl Acetate, and Cyclohexane + 2-Butanol at 101.3 kPa, J. Chem. Eng. Data, 1998, 43, 658-61. [all data]

Tanaka, Muramatsu, et al., 1992
Tanaka, H.; Muramatsu, T.; Kato, M., Isobaric Vapor-Liquid Equilibria for Three Binary Systems of 2-Butanone with 3-Methyl-1-butanol, 1-Butanol, or 2-Butanol, J. Chem. Eng. Data, 1992, 37, 164. [all data]

American Tokyo Kasei, 1988
American Tokyo Kasei, TCI American Organic Chemical 88/89 Catalog, American Tokyo Kasei, Portland, OR, 1988, 1610. [all data]

Aquirre-Ode and Koo, 1988
Aquirre-Ode, F.; Koo, J., Activity Coefficients in Thiophene-Butanol Systems Near the Freezing Point of Thiophene, J. Chem. Eng. Data, 1988, 33, 310. [all data]

Krishnaiah and Choudary, 1987
Krishnaiah, A.; Choudary, N.V., Activity Coefficients and Excess Gibbs Free Energies of 1,2-Dichlor- ethane with Isomeric Butanols, J. Chem. Eng. Data, 1987, 32, 196. [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]

Rao and Reddy, 1985
Rao, K.P.C.; Reddy, K.S. (see subram k), Excess volumes and excess isentropic compressibilities of binary mixtures of N. N. dimethylformamide with branched alcohols at 303.15K, Thermochim. Acta, 1985, 91, 321. [all data]

Linek, 1983
Linek, J., Isothermal and Isobaric Vapor-Liquid Equilibrium Data in the Tetrachloromethan-Sec-Butyl Alcohol System, Collect. Czech. Chem. Commun., 1983, 48, 2446-53. [all data]

Rao, Ravi Prasad, et al., 1980
Rao, K.V.; Ravi Prasad, A.; Chiranjivi, C., Vapor-liquid equilibria of the system 2-butanol + chlorobenzene., J. Chem. Eng. Data, 1980, 25, 21. [all data]

Sachek, Peshchenko, et al., 1978
Sachek, A.I.; Peshchenko, A.D.; Andreevskii, D.N., Heats of Formation of Butyl Alcohols, Vestsi Akad. Navuk BSSR, Ser. Khim. Navuk, 1978, 1, 124. [all data]

Tamir and Wisniak, 1976
Tamir, A.; Wisniak, J., Ternary Vapor-Liquid Equilibria for System sec-Butanol-Isobutanol-n-Butanol, J. Chem. Eng. Data, 1976, 21, 91-4. [all data]

Tamir and Wisniak, 1975
Tamir, A.; Wisniak, J., Vapor-liquid equilibria of isobutanol + n-butanol and isopropanol + sec- butanol systems, J. Chem. Eng. Data, 1975, 20, 391-2. [all data]

Wisniak and Tamir, 1975
Wisniak, J.; Tamir, A., Vapor-liquid equilibria of sec-butanol + isobutanol, sec-butanol + tert- butanol, and isobutanol + tert-butanol systems, J. Chem. Eng. Data, 1975, 20, 388. [all data]

Wisniak and Tamir, 1975, 2
Wisniak, J.; Tamir, A., Ternary vapor-liquid equilibria for system n-butanol + sec-butanol + tert- butanol, J. Chem. Eng. Data, 1975, 20, 393. [all data]

Miller and Huang, 1972
Miller, K.J.; Huang, H.-S., Vapor-liquid equilibrium for binary systems 2-butanone with 2-butanol, 1- pentanol, and isoamyl alcohol, J. Chem. Eng. Data, 1972, 17, 77-8. [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., J. Chem. Thermodyn., 1969, 1, 273. [all data]

Findlay and Kidman, 1965
Findlay, T.J.V.; Kidman, A.D., Infrared studies of hydrogen bonding between pyridine & alcohol, Aust. J. Chem., 1965, 18, 521. [all data]

Brown and Smith, 1962
Brown, I.; Smith, F., Aust. J. Chem., 1962, 15, 3-8. [all data]

Mislow, O'Brien, et al., 1962
Mislow, K.; O'Brien, R.E.; Schaefer, H., Stereochemistry of (+)-(s)-2-propanol-1-d(3) partial asymmetric reduction of 4',1"-dimethyl-1,2,3,4-dibenzcyclohepta-1,3-diene-6-one, J. Am. Chem. Soc., 1962, 84, 1940-4. [all data]

Skinner and Snelson, 1960
Skinner, H.A.; Snelson, A., The Heats of Combustion of the Four Isomeric Butyl Alcohols, Trans. Faraday Soc., 1960, 56, 1776. [all data]

Kharasch, Meltzer, et al., 1957
Kharasch, M.S.; Meltzer, T.H.; Nudenberg, W., J. Org. Chem., 1957, 22, 38. [all data]

Searles, Pollart, et al., 1957
Searles, S.; Pollart, K.A.; Lutz, E.F., Oxetanes: vi reductive cleavage and substituent effects, J. Am. Chem. Soc., 1957, 79, 948-51. [all data]

Urry, Stacey, et al., 1954
Urry, W.H.; Stacey, F.W.; Huyser, E.S.; Juveland, O.O., The Peroxide- and Light-induced Additions of Alcohols to Olefins, J. Am. Chem. Soc., 1954, 76, 450. [all data]

Hellwig and Van Winkle, 1953
Hellwig, L.R.; Van Winkle, M., Vapour-liquid equilibria for ethyl alcohol binary systems., Ind. Eng. Chem., 1953, 45, 624. [all data]

McKenna, Tartar, et al., 1953
McKenna, F.E.; Tartar, H.V.; Lingafelter, E.C., Studies of hemiacetal formation in alcohol - aldehyde systems: II refraction studies, J. Am. Chem. Soc., 1953, 75, 604-7. [all data]

Zeiss and Tsutsui, 1953
Zeiss, H.H.; Tsutsui, M., The Carbon-Oxygen Absorption Band in the Infrared Spectra of Alcohols, J. Am. Chem. Soc., 1953, 75, 897. [all data]

West, Senise, et al., 1952
West, P.W.; Senise, P.; Burkhalter, T.S., Anal. Chem., 1952, 24, 1250. [all data]

Amick, Weiss, et al., 1951
Amick, E.H.; Weiss, M.A.; Kirshenbaum, M.S., System Methyl Ethyl Ketone-sec-Butyl Alcohol. Vapor-Liquid Equilibria, Ind. Eng. Chem., 1951, 43, 969. [all data]

Pino, Ercoli, et al., 1951
Pino, P.; Ercoli, R.; Mantica, E., Gazz. Chim. Ital., 1951, 81, 635. [all data]

Krentsel and Tolchiniskii, 1950
Krentsel, B.A.; Tolchiniskii, I.M., Zh. Prikl. Khim. (Leningrad), 1950, 23, 1051. [all data]

Pichler, Ziesecke, et al., 1950
Pichler, H.; Ziesecke, K.H.; Traeger, B., The Oxygen-containing Compounds, Especially Alcohols, Formed in Isosynthesis, Brennst.-Chem., 1950, 31, 361. [all data]

Bernstein and Pedersen, 1949
Bernstein, H.J.; Pedersen, E.E., Internal rotation: IV the optical activity and isomerization energy of the rotational isomers of d-secondary butyl alcohol, J. Chem. Phys., 1949, 17, 885. [all data]

Lecat, 1949
Lecat, M., Tables Azeotropiques, Vol. 1, 10th ed., Brussels, Belgium, 1949. [all data]

Doughty and Kenyon, 1947
Doughty, M.; Kenyon, J., Helv. Chim. Acta, 1947, 30, 2142. [all data]

Lecat, 1947
Lecat, M., Orthobaric Azeotropes of Sulfides, Bull. Cl. Sci., Acad. R. Belg., 1947, 33, 160-82. [all data]

Cubberley and Mueller, 1946
Cubberley, A.H.; Mueller, M.B., Equilibrium Studies on the Dehydrogenation of Primary and Secondary Alcohls I. 2-Butanol, 2-Octanol, Cyclopentanol and Benzyl Alcohol, J. Am. Chem. Soc., 1946, 68, 1149. [all data]

Houtman, Van Steenis, et al., 1946
Houtman, J.P.W.; Van Steenis, J.; Heertjes, P.M., Recl. Trav. Chim. Pays-Bas, 1946, 65, 781. [all data]

Scattergood, Miller, et al., 1945
Scattergood, A.; Miller, W.H.; Gammon, J., Jr., New Aliphatic Borates, J. Am. Chem. Soc., 1945, 67, 2150. [all data]

Platt, Rusoff, et al., 1943
Platt, J.R.; Rusoff, I.I.; Klevens, H.B., J. Chem. Phys., 1943, 11, 535. [all data]

Boeke and Hanewald, 1942
Boeke, J.; Hanewald, K.H., Specific gravity-composition, boiling point-composition and vapour-liquid equilibria relations for the systems methyl ethyl ketone - water and sec butanol - water, Recl. Trav. Chim. Pays-Bas, 1942, 61, 881. [all data]

Meerwein, Rathjen, et al., 1942
Meerwein, H.; Rathjen, H.; Werner, H., Chem. Ber., 1942, 75, 1610. [all data]

Golumbic and Cottle, 1939
Golumbic, C.; Cottle, D.L., J. Am. Chem. Soc., 1939, 61, 996. [all data]

Getman, 1936
Getman, F.H., Cryoscopic studies of solutions in Formamide., Recl. Trav. Chim. Pays-Bas, 1936, 55, 969. [all data]

Parks, Thomas, et al., 1936
Parks, G.S.; Thomas, S.B.; Light, D.W., Entropy and free energy of dl-lactic acid entropy and free energy of dl-lactic acid, J. Chem. Phys., 1936, 4, 64-9. [all data]

Brooks, 1934
Brooks, B.T., J. Am. Chem. Soc., 1934, 56, 1998. [all data]

Komarewsky, Johnstone, et al., 1934
Komarewsky, V.I.; Johnstone, W.; Yoder, P., J. Am. Chem. Soc., 1934, 56, 2705. [all data]

Webb and Lindsley, 1934
Webb, T.J.; Lindsley, C.H., The cryoscopic study of certain aliphatic alcohols, J. Am. Chem. Soc., 1934, 56, 874. [all data]

Houston, 1933
Houston, D.F., An Azeotropic Mixt. of Secondary Butyl Alcohol and Sec. Butyl Bromide bromide, J. Am. Chem. Soc., 1933, 55, 4131-33. [all data]

Kopper, Seka, et al., 1932
Kopper, H.; Seka, R.; Kohlraush, K.W.F., Monatsh. Chem., 1932, 61, 397. [all data]

Lecat, 1930
Lecat, M., Azeotropism in Binary Mixtures Containing an Alcohol Mixed with an amine, a nitro derivative, an ether or water., Z. Anorg. Allg. Chem., 1930, 186, 119. [all data]

Roland, 1928
Roland, M., Contribution to the study of concentrated solutions: 5 experimental determination of the thermodynamic activity of components of binary organic mixtures, Bull. Soc. Chim. Belg., 1928, 37, 117-40. [all data]

Timmermans and Martin, 1928
Timmermans, J.; Martin, F., Study of the Physical Constants of Twenty Organic Compounds of the Physical Constants of Twenty Organic Compounds, J. Chim. Phys. Phys.-Chim. Biol., 1928, 25, 411. [all data]

Mathews, 1926
Mathews, J.H., The Accurate Measurement of Heats of Vaporization of Liquids, J. Am. Chem. Soc., 1926, 48, 562. [all data]

Munch, 1926
Munch, J.C., The Refractometric Determination of Alcohols and Esters in Aqueous and in Cottonseed Oil Solutions, J. Am. Chem. Soc., 1926, 48, 994-1003. [all data]

Faillebin, 1925
Faillebin, M., Ann. Chim. (Paris), 1925, 4, 156. [all data]

Norris and Ashdown, 1925
Norris, J.F.; Ashdown, A.A., The Reactivity of Atoms and Groups in Org. Comp. I. The Relative Reactivities of the Hydroxyl-Hydrogen Atoms in Certain Alochols, J. Am. Chem. Soc., 1925, 47, 837-46. [all data]

Lombaers, 1924
Lombaers, R.H., Freezing of some systems containing sec-Butyl alchohol or its derivatives., Bull. Soc. Chim. Belg., 1924, 33, 232. [all data]

Clough and Johns, 1923
Clough, W.W.; Johns, C.O., Higher Alcohols from Petroleum Olefins, Ind. Eng. Chem., 1923, 15, 1030. [all data]

Wood and Scarf, 1923
Wood, C.E.; Scarf, F., J. Soc. Chem. Ind., London, Trans. Commun., 1923, 42, 13. [all data]

Timmermans, 1922
Timmermans, J., Mutual solubilities of liquids at high pressures, Arch. Neerl. Sci. Exactes Nat., Ser. 3A, 1922, 6, 147-51. [all data]

Brunel, Crenshaw, et al., 1921
Brunel, R.F.; Crenshaw, J.L.; Tobin, E., The Purification and Some Phys. Prop. of Certain Aliphatic Alcohols alcohols, J. Am. Chem. Soc., 1921, 43, 561. [all data]

Cox, 1920
Cox, H.E., J. Chem. Soc., 1920, 117, 493. [all data]

Willcox and Brunel, 1916
Willcox, M.; Brunel, R.F., J. Am. Chem. Soc., 1916, 38, 1821. [all data]

Smith, 1914
Smith, C., Existence of racemic compounds in the liquid state: II, J. Chem. Soc., Trans., 1914, 105, 1703-10. [all data]

Vavon, 1914
Vavon, G., Hydrogeneration catalyst in the presence of platinum blacks. Transformation of aldehydes and ketones to alcohols, Ann. Chim. (Paris), 1914, 1, 144-200. [all data]

Guerbet, 1912
Guerbet, M., The effect of caustic potash on secondary alcohols, Bull. Soc. Chim. Fr., 1912, 11, 276-84. [all data]

Pickard and Kenyon, 1911
Pickard, R.H.; Kenyon, J., J. Chem. Soc., 1911, 99, 45. [all data]

Timmermans, 1911
Timmermans, J., Researches on the freezing point of organic liquid compounds, Bull. Soc. Chim. Belg., 1911, 25, 300. [all data]

Freundler and Damond, 1905
Freundler, P.; Damond, E., Sur la preparation de l'alcohaol anylique racemique., C. R. Hebd. Seances Acad. Sci., 1905, 141, 830. [all data]

Sabatier and Senderens, 1903
Sabatier, P.; Senderens, J.B., C. R. Hebd. Seances Acad. Sci., 1903, 137, 302. [all data]

Ponzio, 1901
Ponzio, G., Gazz. Chim. Ital., 1901, 31, 404. [all data]

Notes

Go To: Top, Normal boiling point, References

• Symbols used in this document:
  

  Tboil

  Boiling point

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