2-Pentanol, 4-methyl-
- Formula: C6H14O
- Molecular weight: 102.1748
- IUPAC Standard InChIKey: WVYWICLMDOOCFB-UHFFFAOYSA-N
- CAS Registry Number: 108-11-2
- 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) - Other names: Isobutylmethylcarbinol; Isobutylmethylmethanol; Methylisobutylcarbinol; MAOH; MIBC; MIC; 2-Methyl-4-Pentanol; 3-MIC; 4-Methyl-2-pentanol; 1,3-Dimethylbutanol; Methyl amyl alcohol; 4-Methylpentan-2-ol; Alcool methyl amylique; Metilamil alcohol; 4-Methylpentanol-2; 4-Metilpentan-2-olo; Methyl-isobutylkarbinol; 4-Pentanol, 2-methyl-; UN 2053; 4-Methyl-2-pentyl alcohol; 1,3-Dimethyl-1-butanol; (.+/-.)-4-Methyl-2-pentanol; 4-Methyl-2-amyl alcohol; dl-Methylisobutylcarbinol; NSC 9384
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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 |
---|---|---|
406.2 | Weast and Grasselli, 1989 | BS |
403.9 | Mislow, O'Brien, et al., 1962 | Uncertainty assigned by TRC = 2. K; TRC |
402.15 | Evans and Huston, 1959 | Uncertainty assigned by TRC = 3. K; TRC |
404.95 | Anonymous, 1958 | TRC |
404.4 | Rao, Rama Murty, et al., 1958 | Uncertainty assigned by TRC = 1. K; TRC |
404.15 | Jadot and Braine, 1956 | Uncertainty assigned by TRC = 2. K; TRC |
405.15 | Shiner, Boskin, et al., 1955 | Uncertainty assigned by TRC = 2. K; TRC |
403.65 | Zeiss and Tsutsui, 1953 | Uncertainty assigned by TRC = 1.5 K; TRC |
405.15 | Stevenson, Wagner, et al., 1952 | Uncertainty assigned by TRC = 1. K; TRC |
403.15 | Doering and Zeiss, 1950 | Uncertainty assigned by TRC = 2. K; TRC |
404.75 | Pichler, Ziesecke, et al., 1950 | Uncertainty assigned by TRC = 1. K; TRC |
403.9 | Kenyon and Strauss, 1949 | Uncertainty assigned by TRC = 1. K; TRC |
404.9 | Scattergood, Miller, et al., 1945 | Uncertainty assigned by TRC = 1. K; TRC |
406.15 | Henne and Matuszak, 1944 | Uncertainty assigned by TRC = 2. K; TRC |
403.65 | Jones and McCombie, 1942 | Uncertainty assigned by TRC = 3. K; TRC |
402.65 | Schmerling, Friedman, et al., 1940 | Uncertainty assigned by TRC = 3. K; TRC |
402.15 | Dupont and Darmon, 1939 | Uncertainty assigned by TRC = 3. K; TRC |
409.15 | Fichter and Sutter, 1938 | Uncertainty assigned by TRC = 3. K; TRC |
404.85 | Ginnings and Webb, 1938 | Uncertainty assigned by TRC = 1. K; TRC |
404.75 | Hovorka, Lankelma, et al., 1938 | Uncertainty assigned by TRC = 1. K; TRC |
408.15 | Sutter, 1938 | Uncertainty assigned by TRC = 3. K; TRC |
403.15 | Lund, 1937 | Uncertainty assigned by TRC = 2. K; TRC |
402.15 | Duveen and Kenyon, 1936 | Uncertainty assigned by TRC = 3. K; TRC |
422.05 | Shonle, Waldo, et al., 1936 | TRC; Data excluded from overall average |
410.15 | Brooks, 1934 | Uncertainty assigned by TRC = 4. K; TRC |
403.15 | Van Risseghem, 1933 | Uncertainty assigned by TRC = 4. K; TRC |
403.15 | Chu and Marvel, 1931 | Uncertainty assigned by TRC = 2. K; TRC |
405. | Brunel, 1923 | Uncertainty assigned by TRC = 0.1 K; TRC |
404.97 | Brunel, Crenshaw, et al., 1921 | Uncertainty assigned by TRC = 0.2 K; TRC |
404.15 | Skita, 1915 | Uncertainty assigned by TRC = 2. K; TRC |
403.65 | Vavon, 1914 | Uncertainty assigned by TRC = 2. K; TRC |
403.65 | Guerbet, 1912 | Uncertainty assigned by TRC = 2. K; TRC |
401.65 | Pickard and Kenyon, 1911 | Uncertainty assigned by TRC = 5. K; TRC |
403.65 | Guerbet, 1909 | Uncertainty assigned by TRC = 2. K; TRC |
407. | Skita, 1908 | Uncertainty assigned by TRC = 8. K; TRC |
409.15 | Kerp, 1896 | 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.
Weast and Grasselli, 1989
CRC Handbook of Data on Organic Compounds, 2nd Editon, Weast,R.C and Grasselli, J.G., ed(s)., CRC Press, Inc., Boca Raton, FL, 1989, 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]
Evans and Huston, 1959
Evans, F.E.; Huston, R.C.,
J. Org. Chem., 1959, 24, 1178. [all data]
Anonymous, 1958
Anonymous, X.,
Am. Pet. Inst. Res. Proj. 50, 1958, Unpublished, 1958. [all data]
Rao, Rama Murty, et al., 1958
Rao, M.R.; Rama Murty, M.; Rao, C.V.,
Chem. Eng. Sci., 1958, 8, 265. [all data]
Jadot and Braine, 1956
Jadot, R.; Braine,
Bull. Soc. R. Sci. Liege, 1956, 25, 62. [all data]
Shiner, Boskin, et al., 1955
Shiner, V.J.; Boskin, M.J.; Smith, M.L.,
J. Am. Chem. Soc., 1955, 77, 5525. [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]
Stevenson, Wagner, et al., 1952
Stevenson, D.P.; Wagner, C.D.; Beeck, O.; Otvos, J.W.,
Hydrogen exchange and isomerization of saturated hydrocarbons with sulfuric acid.,
J. Am. Chem. Soc., 1952, 74, 3269. [all data]
Doering and Zeiss, 1950
Doering, W. vonE.; Zeiss, H.H.,
The Resolution of 2,4-Dimethylhexan-4-ol,
J. Am. Chem. Soc., 1950, 72, 147. [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]
Kenyon and Strauss, 1949
Kenyon, J.; Strauss,
J. Chem. Soc., 1949, 1949, 2153. [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]
Henne and Matuszak, 1944
Henne, A.L.; Matuszak, A.H.,
The Dehydration of Secondary and Tertiary Alcohols,
J. Am. Chem. Soc., 1944, 66, 1649. [all data]
Jones and McCombie, 1942
Jones, E.R.H.; McCombie, J.T.,
J. Chem. Soc., 1942, 1942, 733. [all data]
Schmerling, Friedman, et al., 1940
Schmerling, L.; Friedman, B.S.; Ipatieff, V.N.,
Notes on preparation and properties of some aliphatic hydrocarbons.,
J. Am. Chem. Soc., 1940, 62, 2446-9. [all data]
Dupont and Darmon, 1939
Dupont, G.; Darmon, M.,
Bull. Soc. Chim. Fr., 1939, 6, 1208. [all data]
Fichter and Sutter, 1938
Fichter; Sutter,
Helv. Chim. Acta, 1938, 21, 891. [all data]
Ginnings and Webb, 1938
Ginnings, P.M.; Webb, R.,
Aquesous Solubilities of Some Isomeric Hexanols,
J. Am. Chem. Soc., 1938, 60, 1388-1389. [all data]
Hovorka, Lankelma, et al., 1938
Hovorka, F.; Lankelma, H.P.; Stanford, S.C.,
Thermodynamic Properties of the Hexyl Alcoholls II. 1-, 2- and 3-Hexanols and 2-Methyl-1 and -4-pentanol,
J. Am. Chem. Soc., 1938, 60, 820. [all data]
Sutter, 1938
Sutter, P.,
Helv. Chim. Acta, 1938, 21, 1266. [all data]
Lund, 1937
Lund, H.,
Chem. Ber., 1937, 70, 1520. [all data]
Duveen and Kenyon, 1936
Duveen; Kenyon, J.,
J. Chem. Soc., 1936, 1936, 1451. [all data]
Shonle, Waldo, et al., 1936
Shonle, H.A.; Waldo, J.H.; Keltch; Coles,
J. Am. Chem. Soc., 1936, 58, 585. [all data]
Brooks, 1934
Brooks, B.T.,
J. Am. Chem. Soc., 1934, 56, 1998. [all data]
Van Risseghem, 1933
Van Risseghem, H.,
Bull. Soc. Chim. Belg., 1933, 42, 219. [all data]
Chu and Marvel, 1931
Chu, T.T.; Marvel, C.S.,
J. Am. Chem. Soc., 1931, 53, 4449. [all data]
Brunel, 1923
Brunel, R.F.,
The Purification and Some Physical Properties of Certain Aliphatic Alcohols,
J. Am. Chem. Soc., 1923, 45, 1334. [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]
Skita, 1915
Skita, A.,
Chem. Ber., 1915, 48, 1486. [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]
Guerbet, 1909
Guerbet, M.,
C. R. Hebd. Seances Acad. Sci., 1909, 149, 129. [all data]
Skita, 1908
Skita, A.,
The Reduction of α,β-Unsaturated Ketones,
Chem. Ber., 1908, 41, 2938-46. [all data]
Kerp, 1896
Kerp, W.,
Justus Liebigs Ann. Chem., 1896, 290, 123. [all data]
Notes
Go To: Top, Normal boiling point, References
- Symbols used in this document:
Tboil Boiling point - Data from NIST Standard Reference Database 69: NIST Chemistry WebBook
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