Methyl Isobutyl Ketone

• Formula: C₆H₁₂O
• Molecular weight: 100.1589
• IUPAC Standard InChI: InChI=1S/C6H12O/c1-5(2)4-6(3)7/h5H,4H2,1-3H3 Copy

  
• IUPAC Standard InChIKey: NTIZESTWPVYFNL-UHFFFAOYSA-N Copy
• CAS Registry Number: 108-10-1
• 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:
  • 2-Pentanone, 4-methyl-1,1,1,3,3-d5-
• Other names: 2-Pentanone, 4-methyl-; Hexone; Isobutyl methyl ketone; Isopropylacetone; MIBK; MIK; 2-Methyl-4-pentanone; 2-Methylpropyl methyl ketone; 4-Methyl-2-oxopentane; 4-Methyl-2-pentanone; iso-C4H9COCH3; 4-Methylpentan-2-one; Hexon; Isobutyl-methylketon; Ketone, isobutyl methyl; Methyl-isobutyl-cetone; Methylisobutylketon; Metilisobutilchetone; Metyloizobutyloketon; 4-Methyl-pentan-2-on; 4-Methyl-2-pentanon; 4-Metilpentan-2-one; Rcra waste number U161; Shell MIBK; UN 1245; ethyl iso-butyl ketone; 2-Methyl-4-pentanal; Methyl-2-pentanon,4-; Methyl i-butyl ketone; NSC 5712; 4-methyl-2-pentanone (MIBK; methyl isobutyl ketone)
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• 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
  • IR Spectrum
  • Mass spectrum (electron ionization)
  • Gas Chromatography
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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

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
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Rao and Reddy, 1988
Rao, K.P.C.; Reddy, K.S. (see subram k), Viscosities of Trichloroethylene with Ketones and 1,4-Dioxane at 298.15, 308.15, and 318.15 K, J. Chem. Eng. Data, 1988, 33, 130. [all data]

Rajapakse, Finston, et al., 1986
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Subba Rao, Rao, et al., 1979
Subba Rao, D.; Rao, K.V.; Ravi Prasad, A.; Chiranjivi, C., J. Chem. Eng. Data, 1979, 24, 241-4. [all data]

Tamir and Wisniak, 1978
Tamir, A.; Wisniak, J., Vapor-liquid equilibria in the ternary systems tert-butyl alcohol + diethyl ketone + methyl isobutyl ketone and diethyl ketone + methyl isobutyl ketone + n-butyl alcohol and their binaries, J. Chem. Eng. Data, 1978, 23, 293-8. [all data]

Wisniak and Tamir, 1976
Wisniak, J.; Tamir, A., Vapor-Liquid Equilibria of Methyl Ethyl Ketone - Diethyl Ketone, Methyl Ethyl Ketone - Methyl Isobutyl Ketone, and Diethyl Ketone - Methyl Isobutyl Ketone Systems, J. Chem. Eng. Data, 1976, 21, 185-7. [all data]

Dakshinamurty, Veerabhadra Rao, et al., 1973
Dakshinamurty, P.; Veerabhadra Rao, K.; Venkateswara Rao, P.; Chiranjivi, C., Viscosity data of binary mixtures in the system methyl isobutylketone + n- butanol., J. Chem. Eng. Data, 1973, 18, 39. [all data]

Geiseler, Quitzsch, et al., 1973
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Ananthanarayanan and Rao, 1968
Ananthanarayanan, P.; Rao, P.B., Ternary Liquid Equilibria of the Water-Phosphoric Acid-Isoamyl Alcohol, Cyclohexanol, or Methyl Isobutyl Ketone Systems at 35 deg C, J. Chem. Eng. Data, 1968, 13, 194-6. [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]

Iizuka, Hatada, et al., 1963
Iizuka, S.; Hatada, M.; Hirota, K., The Radiation-induced Addition of Acetaldehyde to Isobutylene, Bull. Chem. Soc. Jpn., 1963, 36, 817. [all data]

Narasimhan, Reddy, et al., 1962
Narasimhan, K.S.; Reddy, C.C.; Chari, K.S., Solubility and equilibrium data of phenol-water-isoamyl acetate and phenol-water-methyl isobutyl ketone systems at 30 deg C., J. Chem. Eng. Data, 1962, 7, 457. [all data]

Bradley, 1958
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Bailey and Daly, 1957
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Fitzpatrick and Gettler, 1956
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Hatch, 1955
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Sprung and Guenther, 1955
Sprung, M.M.; Guenther, J. Am. Chem. Soc., 1955, 77, 6045. [all data]

Doolittle, 1954
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Ballard and Van Winkle, 1953
Ballard, L.H.; Van Winkle, M., Vapor-liquid equilibria at 760 mm pressure 2-propanol + methyl propyl ketone and 2-propanol + methyl isobutyl ketone systems, Ind. Eng. Chem., 1953, 45, 1803-4. [all data]

Cook, 1952
Cook, N.C., , Unpublished, Final Rep. Stand. Proj. on Oxygenated Compounds, Penn. State Univ., College Park, PA, 1952. [all data]

Hill and Van Winkle, 1952
Hill, W.D.; Van Winkle, M., Vapor-liquid equilibria in methanol binary systems methanol + methyl ethyl ketone, methanol + methyl propyl ketone, methanol + methyl isobutyl ketone, Ind. Eng. Chem., 1952, 44, 208-10. [all data]

karr, Bowes, et al., 1951
karr, A.E.; Bowes, W.M.; Scheibel, E.G., Analysis of binary and ternary mixtures system acetone + chloroform + methyl isobutyl ketone, Anal. Chem., 1951, 23, 459-63. [all data]

Bergmann, 1951
Bergmann, E.D., Catalytic hydrogenation of 3,4-epoxido-4-methyl-2-pentanone, J. Appl. Chem., 1951, 1, 380. [all data]

Elderfield and McCarthy, 1951
Elderfield, R.C.; McCarthy, J.R., The reaction of o-phenylenediamines with carbonyl compounds: II aliphatic ketones, J. Am. Chem. Soc., 1951, 73, 975. [all data]

Doering and Zeiss, 1950
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Lecat, 1949
Lecat, M., Tables Azeotropiques, Vol. 1, 10th ed., Brussels, Belgium, 1949. [all data]

Newman and Smith, 1948
Newman, M.S.; Smith, A.S., J. Org. Chem., 1948, 13, 592. [all data]

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

Lecat, 1947, 2
Lecat, M., Some azeotropes of which one constituant is heterocyclic nitrogen, Ann. Soc. Sci. Bruxelles, Ser. 1, 1947, 61, 73. [all data]

Mariella, 1947
Mariella, R.P., Hydrogen Bonding in Ice, J. Am. Chem. Soc., 1947, 69, 2670. [all data]

Othmer, 1943
Othmer, D.F., Composition of vapors from boiling binary solutions, Ind. Eng. Chem., 1943, 35, 614-20. [all data]

Ipatieff and Haensel, 1942
Ipatieff, V.N.; Haensel, V., J. Org. Chem., 1942, 7, 189. [all data]

Scheibli and Evans, 1942
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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]

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]

Rintelen, Saylor, et al., 1937
Rintelen, J.C.; Saylor, J.H.; Gross, P.M., The Densities and Vapor Pressures of Some Alkylbenzene, Aliphatic Ketones and n-AMyl Chloride, J. Am. Chem. Soc., 1937, 59, 1129. [all data]

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Hopff, H.; Nenitzescu, C.D.; Isacescu, D.A.; Cantuniari, I.P., Chem. Ber., 1936, 69, 2244. [all data]

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Bryant, M.D.; Smith, D.M., Improved hydroxylamine method for the determination of aldehydes and ketones displacement of oxime equilibria by means of pyridine, J. Am. Chem. Soc., 1935, 57, 57. [all data]

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Mayberry, M.G.; Aston, J.G., Vapor pressure of certain ketones., J. Am. Chem. Soc., 1934, 56, 2682-3. [all data]

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De Graef, H., Bull. Soc. Chim. Belg., 1931, 40, 315. [all data]

Grignard and Fluchaire, 1928
Grignard, V.; Fluchaire, M., Suiz les proprietetes condensantes des alcoolates magnesiens mixtures, Ann. Chim. (Paris), 1928, 9, 5. [all data]

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Johnson; Hager, Org. Synth., 1927, 7, 60. [all data]

Suida and Poll, 1927
Suida, H.; Poll, Angew. Chem., 1927, 40, 505. [all data]

Mailhe, 1921
Mailhe, A., Bull. Soc. Chim. Fr., 1921, 29, 219. [all data]

Michael, 1919
Michael, A., J. Am. Chem. Soc., 1919, 41, 393. [all data]

Skita, 1915
Skita, A., Chem. Ber., 1915, 48, 1486. [all data]

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Henderson, G.G.; Henderson, J.A.R.; Heilbron, I.M., Chem. Ber., 1914, 47, 876. [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]

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

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Skita; Ritter, Chem. Ber., 1910, 43, 3393. [all data]

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Guerbet, M., C. R. Hebd. Seances Acad. Sci., 1909, 149, 129. [all data]

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Kohler, Am. Chem. J., 1907, 38, 511. [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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