2-Butanol, 3-methyl-
- Formula: C5H12O
- Molecular weight: 88.1482
- IUPAC Standard InChI: InChI=1S/C5H12O/c1-4(2)5(3)6/h4-6H,1-3H3
- IUPAC Standard InChIKey: MXLMTQWGSQIYOW-UHFFFAOYSA-N
- CAS Registry Number: 598-75-4
- Chemical structure:
This structure is also available as a 2d Mol file or as a computed 3d SD file
View 3d structure (requires JavaScript / HTML 5) - Stereoisomers:
- Other names: sec-Isoamyl alcohol; Methylisopropylcarbinol; 3-Methyl-2-butanol; (CH3)2CHCH(OH)CH3; (.+/-.)-3-Methyl-2-butanol; Butan-2-ol, 3-methyl-; 3-Methyl-butan-2-ol; 1,2-Dimethyl-1-propanol; 1,2-Dimethylpropanol; 2-Methyl-3-butanol; NSC 71162
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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:
BS - Robert L. Brown and Stephen E. Stein
TRC - Thermodynamics Research Center, NIST Boulder Laboratories, Chris Muzny director
| Tboil (K) | Reference | Comment |
|---|---|---|
| 385.2 | Aldrich Chemical Company Inc., 1990 | BS |
| 383.15 | Mislow, O'Brien, et al., 1962 | Uncertainty assigned by TRC = 2. K; TRC |
| 382.15 | Searles, Pollart, et al., 1957 | Uncertainty assigned by TRC = 2. K; TRC |
| 388.15 | Bergmann and Herman, 1953 | Uncertainty assigned by TRC = 2. K; TRC |
| 385.55 | McKenna, Tartar, et al., 1953 | Uncertainty assigned by TRC = 1. K; TRC |
| 384.65 | Zeiss and Tsutsui, 1953 | Uncertainty assigned by TRC = 1. K; TRC |
| 384.95 | Cook, 1952 | Uncertainty assigned by TRC = 0.5 K; TRC |
| 385. | Winstein and Ingraham, 1952 | Uncertainty assigned by TRC = 1. K; TRC |
| 386.65 | Pichler, Ziesecke, et al., 1950 | Uncertainty assigned by TRC = 1. K; TRC |
| 386.05 | Lecat, 1949 | Uncertainty assigned by TRC = 0.5 K; TRC |
| 386.15 | Mcmahon, Roper, et al., 1948 | Uncertainty assigned by TRC = 3. K; TRC |
| 385.15 | Scattergood, Miller, et al., 1945 | Uncertainty assigned by TRC = 1.5 K; TRC |
| 384.65 | Huston, Jackson, et al., 1941 | Uncertainty assigned by TRC = 2. K; TRC |
| 384.55 | Ginnings and Baum, 1937 | Uncertainty assigned by TRC = 0.5 K; Precision therm. 0.1 deg. graduations; TRC |
| 385.2 | Kohlraush and Koppl, 1933 | Uncertainty assigned by TRC = 1. K; TRC |
| 383.9 | Drake and Cooke, 1932 | Uncertainty assigned by TRC = 1.5 K; TRC |
| 383.2 | Stevens, 1932 | Uncertainty assigned by TRC = 2. K; TRC |
| 387.15 | Graves, 1931 | Uncertainty assigned by TRC = 1. K; TRC |
| 386.05 | Lecat, 1930 | Uncertainty assigned by TRC = 1. K; TRC |
| 386.55 | Willcox and Brunel, 1916 | Uncertainty assigned by TRC = 0.7 K; TRC |
| 386.65 | Henry, 1907 | Uncertainty assigned by TRC = 2. K; TRC |
| 386.15 | Winogradow, 1878 | Uncertainty assigned by TRC = 2. K; TRC |
| 381.15 | Munch, 1876 | Uncertainty assigned by TRC = 3. K; TRC |
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.
Aldrich Chemical Company Inc., 1990
Aldrich Chemical Company Inc.,
Catalog Handbook of Fine Chemicals, Aldrich Chemical Company, Inc., Milwaukee WI, 1990, 1. [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]
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]
Bergmann and Herman, 1953
Bergmann, E.D.; Herman, D.F.,
Acetylene studies: III preparation and reactions of the acetylidialkylcarbinols,
J. Appl. Chem., 1953, 3, 42. [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]
Cook, 1952
Cook, N.C.,
, Unpublished, Final Rep. Stand. Proj. on Oxygenated Compounds, Penn. State Univ., College Park, PA, 1952. [all data]
Winstein and Ingraham, 1952
Winstein, S.; Ingraham, L.L.,
The role of neighboring groups in replacement reactions: xviii migration of the methoxyl group,
J. Am. Chem. Soc., 1952, 74, 1160. [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]
Lecat, 1949
Lecat, M.,
Tables Azeotropiques, Vol. 1, 10th ed., Brussels, Belgium, 1949. [all data]
Mcmahon, Roper, et al., 1948
Mcmahon, E.M.; Roper, J.N.; Utermohlen, W.P.; Hasek, R.H.; Harris, R.C.; Brant, J.H.,
Preparation and properties of ethyl vinyl ketone and of methyl isopropenyl ketone,
J. Am. Chem. Soc., 1948, 70, 2971-7. [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]
Huston, Jackson, et al., 1941
Huston, R.C.; Jackson, R.I.; Spero, G.B.,
J. Am. Chem. Soc., 1941, 63, 1459. [all data]
Ginnings and Baum, 1937
Ginnings, P.M.; Baum, R.,
Aqueous Solubilities of the Isomeric Pentanols,
J. Am. Chem. Soc., 1937, 59, 1111-1113. [all data]
Kohlraush and Koppl, 1933
Kohlraush, K.W.F.; Koppl, F.,
Monatsh. Chem., 1933, 63, 255. [all data]
Drake and Cooke, 1932
Drake, N.L.; Cooke, G.B.,
Org. Synth., 1932, 12, 48. [all data]
Stevens, 1932
Stevens, P.G.,
J. Am. Chem. Soc., 1932, 54, 3732. [all data]
Graves, 1931
Graves, G.D.,
Ind. Eng. Chem., 1931, 23, 1381. [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]
Willcox and Brunel, 1916
Willcox, M.; Brunel, R.F.,
J. Am. Chem. Soc., 1916, 38, 1821. [all data]
Henry, 1907
Henry, L.,
C. R. Hebd. Seances Acad. Sci., 1907, 145, 21. [all data]
Winogradow, 1878
Winogradow, W.,
Justus Liebigs Ann. Chem., 1878, 191, 125. [all data]
Munch, 1876
Munch, R.,
Justus Liebigs Ann. Chem., 1876, 180, 327. [all data]
Notes
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- Symbols used in this document:
Tboil Boiling point - Data from NIST Standard Reference Database 69: NIST Chemistry WebBook
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