2-Hexanone
- Formula: C6H12O
- Molecular weight: 100.1589
- IUPAC Standard InChIKey: QQZOPKMRPOGIEB-UHFFFAOYSA-N
- CAS Registry Number: 591-78-6
- 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. - Isotopologues:
- Other names: n-Butyl methyl ketone; Butyl methyl ketone; Hexan-2-one; Methyl butyl ketone; Methyl n-butyl ketone; 2-Oxohexane; n-C4H9COCH3; Hexanone-2; Ketone, butyl methyl; MBK; MNBK; Propylacetone
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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 |
---|---|---|
401.2 | Weast and Grasselli, 1989 | BS |
400.7 | Majer and Svoboda, 1985 | |
400.3 | Grove and Walden, 1965 | Uncertainty assigned by TRC = 0.5 K; TRC |
397.15 | Kupin and Petrov, 1963 | Uncertainty assigned by TRC = 3. K; TRC |
400.15 | Thaker and Vasi, 1960 | Uncertainty assigned by TRC = 3. K; TRC |
401.15 | Shenton and Smith, 1958 | Uncertainty assigned by TRC = 1. K; TRC |
400.95 | Doolittle, 1954 | Uncertainty assigned by TRC = 0.5 K; TRC |
399. | Percival, Wagner, et al., 1953 | Uncertainty assigned by TRC = 4. K; TRC |
400.75 | Cook, 1952 | Uncertainty assigned by TRC = 0.5 K; TRC |
400.35 | Lecat, 1949 | Uncertainty assigned by TRC = 0.5 K; TRC |
400.95 | Schuerch and Huntress, 1949 | Uncertainty assigned by TRC = 1. K; TRC |
399.65 | Dashkevich, 1948 | Uncertainty assigned by TRC = 1.5 K; TRC |
399.15 | Newman and Smith, 1948 | Uncertainty assigned by TRC = 2. K; TRC |
402.15 | Hargreaves and Owen, 1947 | Uncertainty assigned by TRC = 2. K; TRC |
401.15 | Ipatieff and Haensel, 1942 | Uncertainty assigned by TRC = 5. K; TRC |
397.65 | De Benneville, 1941 | Uncertainty assigned by TRC = 5. K; TRC |
400.15 | Biquard, 1940 | Uncertainty assigned by TRC = 2. K; TRC |
400.7 | Ginnings, Plonk, et al., 1940 | Uncertainty assigned by TRC = 0.5 K; TRC |
401.15 | Schaad and Ipatieff, 1940 | Uncertainty assigned by TRC = 5. K; TRC |
400.3 | Gross, Rintelen, et al., 1939 | Uncertainty assigned by TRC = 0.3 K; TRC |
400.15 | Thomas, Campbell, et al., 1938 | Uncertainty assigned by TRC = 2. K; TRC |
398.65 | Slanina and Hennion, 1937 | Uncertainty assigned by TRC = 2. K; TRC |
398.65 | Gilman and Nelson, 1936 | Uncertainty assigned by TRC = 3. K; TRC |
399.55 | Kohlraush and Koppl, 1934 | Uncertainty assigned by TRC = 2. K; TRC |
400.15 | Johnson and Hager, 1927 | Uncertainty assigned by TRC = 2. K; TRC |
399.65 | Suida and Poll, 1927 | Uncertainty assigned by TRC = 2. K; TRC |
400.45 | Tsumuri, 1927 | Uncertainty assigned by TRC = 2. K; TRC |
401.65 | Van Risseghem, 1926 | Uncertainty assigned by TRC = 1. K; TRC |
400.35 | Bonino, 1925 | Uncertainty assigned by TRC = 0.5 K; TRC |
400.35 | Timmermans, 1921 | Uncertainty assigned by TRC = 0.3 K; TRC |
399.4 | Clarke, 1912 | Uncertainty assigned by TRC = 1. K; TRC |
400.15 | Zelinskii and Przheval'skii, 1908 | Uncertainty assigned by TRC = 1. K; TRC |
422.9 | Moureu and Delange, 1903 | Uncertainty assigned by TRC = 10. K; TRC; Data excluded from overall average |
400.15 | Sabatier and Senderens, 1903 | Uncertainty assigned by TRC = 1. K; TRC |
400.52 | Louguinine, 1898 | Uncertainty assigned by TRC = 0.5 K; TRC |
400.15 | Schorlemmer, 1873 | Uncertainty assigned by TRC = 1. 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]
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]
Grove and Walden, 1965
Grove, E.L.; Walden, G.E.,
Variation of Dielectric Constant with Temperature for SOme Five- and Six-Carbon Ketones,
J. Chem. Eng. Data, 1965, 10, 98. [all data]
Kupin and Petrov, 1963
Kupin, B.S.; Petrov, A.A.,
Izv. Vyssh. Uchebn. Zaved., Khim. Khim. Tekhnol., 1963, 6, 75. [all data]
Thaker and Vasi, 1960
Thaker, K.A.; Vasi, I.G.,
Synthesis of Optically Active Higher Aliphatic Tertiary Alcohols from 2-Methyl-1-butanol,
J. Sci. Ind. Res., Sect. B, 1960, 19, 322-3. [all data]
Shenton and Smith, 1958
Shenton, T.; Smith, J.C.,
Chem. Ind. (London), 1958, 1958, 1510. [all data]
Doolittle, 1954
Doolittle, A.K.,
The Technology of Solvents and Plasticizers, Wiley-Inter- science, New York, 1954. [all data]
Percival, Wagner, et al., 1953
Percival, W.C.; Wagner, R.B.; Cook, N.C.,
J. Am. Chem. Soc., 1953, 75, 3731. [all data]
Cook, 1952
Cook, N.C.,
, Unpublished, Final Rep. Stand. Proj. on Oxygenated Compounds, Penn. State Univ., College Park, PA, 1952. [all data]
Lecat, 1949
Lecat, M.,
Tables Azeotropiques, Vol. 1, 10th ed., Brussels, Belgium, 1949. [all data]
Schuerch and Huntress, 1949
Schuerch, C.; Huntress, E.H.,
The Schmidt Reaction II. A New Rearangement Obseved during Degradation of Triethylacetic Acid,
J. Am. Chem. Soc., 1949, 71, 2238. [all data]
Dashkevich, 1948
Dashkevich, B.N.,
Production of r-methylketones from carbomethylene,
Zh. Obshch. Khim., 1948, 18, 205. [all data]
Newman and Smith, 1948
Newman, M.S.; Smith, A.S.,
J. Org. Chem., 1948, 13, 592. [all data]
Hargreaves and Owen, 1947
Hargreaves, G.H.; Owen, L.N.,
J. Chem. Soc., 1947, 1947, 750. [all data]
Ipatieff and Haensel, 1942
Ipatieff, V.N.; Haensel, V.,
J. Org. Chem., 1942, 7, 189. [all data]
De Benneville, 1941
De Benneville, L.,
The synthesis of keto acids and ketones by the reaction of acid anhydrides with cadmium alkyls,
J. Org. Chem., 1941, 6, 462. [all data]
Biquard, 1940
Biquard, D.,
Bull. Soc. Chim. Fr., 1940, 7, 894. [all data]
Ginnings, Plonk, et al., 1940
Ginnings, P.M.; Plonk, D.; Carter, E.,
Aqueous Solubilities of Some Aliphatic Ketones,
J. Am. Chem. Soc., 1940, 62, 1923-1924. [all data]
Schaad and Ipatieff, 1940
Schaad, R.E.; Ipatieff, V.N.,
Catalytic Hydration of Acetylene and Some Alkylacetylenes,
J. Am. Chem. Soc., 1940, 62, 178. [all data]
Gross, Rintelen, et al., 1939
Gross, P.M.; Rintelen, J.C.; Saylor, J.H.,
Energy and volume relations in the solubilities of some ketones in water,
J. Phys. Chem., 1939, 43, 197-205. [all data]
Thomas, Campbell, et al., 1938
Thomas, R.J.; Campbell, K.N.; Hennion, G.F.,
Catalytic Hydration of Alkylacetylenes,
J. Am. Chem. Soc., 1938, 60, 718-20. [all data]
Slanina and Hennion, 1937
Slanina, S.J.; Hennion, G.F.,
Reactions of Alkenyl Esters Derived from Alkylacetylenes,
J. Am. Chem. Soc., 1937, 59, 855. [all data]
Gilman and Nelson, 1936
Gilman, H.; Nelson, J.F.,
Recl. Trav. Chim. Pays-Bas, 1936, 55, 518. [all data]
Kohlraush and Koppl, 1934
Kohlraush, K.W.F.; Koppl, F.,
Z. Phys. Chem., Abt. B, 1934, 24, 370. [all data]
Johnson and Hager, 1927
Johnson; Hager,
Org. Synth., 1927, 7, 60. [all data]
Suida and Poll, 1927
Suida, H.; Poll,
Angew. Chem., 1927, 40, 505. [all data]
Tsumuri, 1927
Tsumuri, S.,
Sci. Rep. Tohoku Imp. Univ., Ser. 1, 1927, 16, 677. [all data]
Van Risseghem, 1926
Van Risseghem, H.,
Bull. Soc. Chim. Belg., 1926, 35, 328. [all data]
Bonino, 1925
Bonino, G.B.,
Gazz. Chim. Ital., 1925, 55, 335. [all data]
Timmermans, 1921
Timmermans, J.,
The Freezing Points of Organic Substances IV. New Exp. Determinations,
Bull. Soc. Chim. Belg., 1921, 30, 62. [all data]
Clarke, 1912
Clarke, L.,
4-Methyloctane,
J. Am. Chem. Soc., 1912, 34, 680. [all data]
Zelinskii and Przheval'skii, 1908
Zelinskii, N.D.; Przheval'skii, E.C.,
Researches on the Hexene and Heptene Series,
Zh. Russ. Fiz.-Khim. O-va., Chast Khim., 1908, 40, 1105. [all data]
Moureu and Delange, 1903
Moureu; Delange,
Bull. Soc. Chim. Fr., 1903, 29, 672. [all data]
Sabatier and Senderens, 1903
Sabatier, P.; Senderens, J.B.,
C. R. Hebd. Seances Acad. Sci., 1903, 137, 302. [all data]
Louguinine, 1898
Louguinine, W.,
Study of Latent Heats of Vaporizaion of Some Liquids,
Ann. Chim. Phys., 1898, 13, 289-377. [all data]
Schorlemmer, 1873
Schorlemmer, C.,
Justus Liebigs Ann. Chem., 1873, 161, 263. [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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