Methyl Isobutyl Ketone
- Formula: C6H12O
- Molecular weight: 100.1589
- IUPAC Standard InChIKey: NTIZESTWPVYFNL-UHFFFAOYSA-N
- 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:
- 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)
- Permanent link for this species. Use this link for bookmarking this species for future reference.
- Information on this page:
- Other data available:
- Data at other public NIST sites:
- Options:
Data at NIST subscription sites:
NIST subscription sites provide data under the NIST Standard Reference Data Program, but require an annual fee to access. The purpose of the fee is to recover costs associated with the development of data collections included in such sites. Your institution may already be a subscriber. Follow the links above to find out more about the data in these sites and their terms of usage.
Condensed phase thermochemistry data
Go To: Top, Phase change data, References, Notes
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:
DH - Eugene S. Domalski and Elizabeth D. Hearing
ALS - Hussein Y. Afeefy, Joel F. Liebman, and Stephen E. Stein
Quantity | Value | Units | Method | Reference | Comment |
---|---|---|---|---|---|
ΔfH°solid | -91.18 | kcal/mol | Ccb | Tavernier and Lamouroux, 1956 | Author's hf298_condensed=-94.26 kcal/mol; ALS |
Quantity | Value | Units | Method | Reference | Comment |
ΔcH°solid | -883.02 | kcal/mol | Ccb | Tavernier and Lamouroux, 1956 | Author's hf298_condensed=-94.26 kcal/mol; Corresponding ΔfHºsolid = -91.18 kcal/mol (simple calculation by NIST; no Washburn corrections); ALS |
Constant pressure heat capacity of liquid
Cp,liquid (cal/mol*K) | Temperature (K) | Reference | Comment |
---|---|---|---|
50.65 | 298.15 | Vesely, Barcal, et al., 1989 | T = 298.15 to 318.15 K.; DH |
Phase change data
Go To: Top, Condensed phase thermochemistry data, References, Notes
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
ALS - Hussein Y. Afeefy, Joel F. Liebman, and Stephen E. Stein
AC - William E. Acree, Jr., James S. Chickos
DH - Eugene S. Domalski and Elizabeth D. Hearing
Quantity | Value | Units | Method | Reference | Comment |
---|---|---|---|---|---|
Tboil | 389. ± 2. | K | AVG | N/A | Average of 58 values; Individual data points |
Quantity | Value | Units | Method | Reference | Comment |
Tc | 575.5 | K | N/A | Quadri and Kudchadker, 1991 | Uncertainty assigned by TRC = 0.5 K; TRC |
Tc | 574.6 | K | N/A | Ambrose and Ghiassee, 1988 | Uncertainty assigned by TRC = 0.5 K; Visual, compound stable but equipment not sensitive to temp; TRC |
Tc | 571. | K | N/A | Majer and Svoboda, 1985 | |
Tc | 571. | K | N/A | Kobe, Crawford, et al., 1955 | Uncertainty assigned by TRC = 1.11 K; TRC |
Quantity | Value | Units | Method | Reference | Comment |
Pc | 33.46 | atm | N/A | Quadri and Kudchadker, 1991 | Uncertainty assigned by TRC = 0.20 atm; TRC |
Pc | 32.27 | atm | N/A | Ambrose and Ghiassee, 1988 | Uncertainty assigned by TRC = 0.05 atm; Visual, compound stable but equipment not sensitive to temp; TRC |
Pc | 32.37 | atm | N/A | Kobe, Crawford, et al., 1955 | Uncertainty assigned by TRC = 0.952 atm; TRC |
Quantity | Value | Units | Method | Reference | Comment |
ΔvapH° | 9.716 | kcal/mol | N/A | Majer and Svoboda, 1985 | |
ΔvapH° | 9.694 | kcal/mol | V | Uchytilova, Majer, et al., 1983 | ALS |
ΔvapH° | 10.2 ± 0.02 | kcal/mol | C | Uchytilova, Majer, et al., 1983 | AC |
ΔvapH° | 9.80 | kcal/mol | N/A | Ambrose, Ellender, et al., 1975 | Based on data from 282. to 456. K.; AC |
Enthalpy of vaporization
ΔvapH (kcal/mol) | Temperature (K) | Method | Reference | Comment |
---|---|---|---|---|
9.7060 | 388.9 | N/A | Svoboda, Kubes, et al., 1992 | Value corrected to 298.15 K.; DH |
8.243 | 389.4 | N/A | Majer and Svoboda, 1985 | |
9.25 | 336. | N/A | Martínez, Lladosa, et al., 2009 | Based on data from 321. to 397. K.; AC |
9.58 ± 0.02 | 308. | C | Svoboda, Kubes, et al., 1992 | AC |
9.32 ± 0.02 | 323. | C | Svoboda, Kubes, et al., 1992 | AC |
9.08 ± 0.02 | 338. | C | Svoboda, Kubes, et al., 1992 | AC |
8.94 ± 0.02 | 348. | C | Svoboda, Kubes, et al., 1992 | AC |
9.37 | 324. | N/A | Ambrose, Ghiassee, et al., 1988 | Based on data from 309. to 416. K.; AC |
10.2 | 296. | A | Stephenson and Malanowski, 1987 | Based on data from 281. to 400. K.; AC |
9.85 | 309. | A | Stephenson and Malanowski, 1987 | Based on data from 294. to 390. K. See also Fuge, Bowden, et al., 1952.; AC |
8.84 | 365. | EB | Reddy, Rao, et al., 1985 | Based on data from 349. to 389. K.; AC |
8.99 | 347. | C | Geiseler, Quitzsch, et al., 1973 | AC |
Enthalpy of vaporization
ΔvapH =
A exp(-βTr) (1 − Tr)β
ΔvapH =
Enthalpy of vaporization (at saturation pressure)
(kcal/mol)
Tr = reduced temperature (T / Tc)
View plot Requires a JavaScript / HTML 5 canvas capable browser.
Temperature (K) | A (kcal/mol) | β | Tc (K) | Reference | Comment |
---|---|---|---|---|---|
298. to 389. | 13.96 | 0.2883 | 571. | Majer and Svoboda, 1985 |
Antoine Equation Parameters
log10(P) = A − (B / (T + C))
P = vapor pressure (atm)
T = temperature (K)
View plot Requires a JavaScript / HTML 5 canvas capable browser.
Temperature (K) | A | B | C | Reference | Comment |
---|---|---|---|---|---|
294.9 to 389.3 | 3.94727 | 1254.095 | -71.537 | Fuge, Bowden, et al., 1952 | Coefficents calculated by NIST from author's data. |
References
Go To: Top, Condensed phase thermochemistry data, Phase change data, Notes
Data compilation copyright by the U.S. Secretary of Commerce on behalf of the U.S.A. All rights reserved.
Tavernier and Lamouroux, 1956
Tavernier, P.; Lamouroux, M.,
Determinations calorimetriques relatives a vingt-six substances organiques,
Mem. Poudres, 1956, 38, 65-88. [all data]
Vesely, Barcal, et al., 1989
Vesely, F.; Barcal, P.; Zabransky, M.; Svoboda, V.,
Heat capacities of 4-methyl-2-pentanone, 2,6-dimethyl-4-heptanone, 1-hexanol, 1-heptanol, and 1-octanol in the temperature range 298-318 K,
Collect. Czech. Chem. Commun., 1989, 54, 602-607. [all data]
Quadri and Kudchadker, 1991
Quadri, S.K.; Kudchadker, A.P.,
Measurement of the critical temperatures and critical pressures of some thermally stable or mildly unstable esters, ketones, and ethers,
J. Chem. Thermodyn., 1991, 23, 129-34. [all data]
Ambrose and Ghiassee, 1988
Ambrose, D.; Ghiassee, N.B.,
Vapor Pressure and Critical Temperature and Critical Pressure of 4-Methylpentan-2-one,
J. Chem. Thermodyn., 1988, 20, 767. [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]
Kobe, Crawford, et al., 1955
Kobe, K.A.; Crawford, H.R.; Stephenson, R.W.,
Critical Properties and Vapor Pressures of Some Ketones,
Ind. Eng. Chem., 1955, 47, 1767-72. [all data]
Uchytilova, Majer, et al., 1983
Uchytilova, V.; Majer, V.; Svoboda, V.; Hynek, V.,
Enthalpies of vaporization and cohesive enrgies for seven aliphatic ketones,
J. Chem. Thermodyn., 1983, 15, 853-858. [all data]
Ambrose, Ellender, et al., 1975
Ambrose, D.; Ellender, J.H.; Lees, E.B.; Sprake, C.H.S.; Townsend, R.,
Thermodynamic properties of organic oxygen compounds XXXVIII. Vapour pressures of some aliphatic ketones,
The Journal of Chemical Thermodynamics, 1975, 7, 5, 453-472, https://doi.org/10.1016/0021-9614(75)90275-X
. [all data]
Svoboda, Kubes, et al., 1992
Svoboda, V.; Kubes, V.; Basarova, P.,
Enthalpies of vaporization and cohesive energies of hexan-2-one, 2-methylpentan-4-one, 2,2-dimethylbutan-3-one, 2,6-dimethylheptan-4-one and cyclohexanone,
J. Chem. Thermodynam., 1992, 24, 333-336. [all data]
Martínez, Lladosa, et al., 2009
Martínez, Nelson F.; Lladosa, Estela; Burguet, MªCruz; Montón, Juan B.; Yazimon, Marlen,
Isobaric vapour--liquid equilibria for the binary systems 4-methyl-2-pentanone+1-butanol and+2-butanol at 20 and 101.3kPa,
Fluid Phase Equilibria, 2009, 277, 1, 49-54, https://doi.org/10.1016/j.fluid.2008.11.012
. [all data]
Ambrose, Ghiassee, et al., 1988
Ambrose, D.; Ghiassee, N.B.; Tuckerman, R.,
Vapour pressure and critical temperature and critical pressure of 4-methylpentan-2-one,
The Journal of Chemical Thermodynamics, 1988, 20, 6, 767-768, https://doi.org/10.1016/0021-9614(88)90030-4
. [all data]
Stephenson and Malanowski, 1987
Stephenson, Richard M.; Malanowski, Stanislaw,
Handbook of the Thermodynamics of Organic Compounds, 1987, https://doi.org/10.1007/978-94-009-3173-2
. [all data]
Fuge, Bowden, et al., 1952
Fuge, E.T.J.; Bowden, S.T.; Jones, W.J.,
Some Physical Properties of Diacetone Alcohol, Mesityl Oxide and Methyl Isobutyl Ketone,
J. Phys. Chem., 1952, 56, 8, 1013-1016, https://doi.org/10.1021/j150500a022
. [all data]
Reddy, Rao, et al., 1985
Reddy, K. Dayananda; Rao, M.V. Prabhakara; Ramakrishna, M.,
Activity coefficients and excess Gibbs free energies for the systems isobutyl methyl ketone(1)-1-pentanol(2) and isobutyl methyl ketone(1)-1-hexanol (2),
J. Chem. Eng. Data, 1985, 30, 4, 394-397, https://doi.org/10.1021/je00042a008
. [all data]
Geiseler, Quitzsch, et al., 1973
Geiseler, G.; Quitzsch, K.; Hofmann, H.-P.; Pfestorf, R.Z.,
Z. Phys. Chem. (Leipzig), 1973, 252, 170. [all data]
Notes
Go To: Top, Condensed phase thermochemistry data, Phase change data, References
- Symbols used in this document:
Cp,liquid Constant pressure heat capacity of liquid Pc Critical pressure Tboil Boiling point Tc Critical temperature ΔcH°solid Enthalpy of combustion of solid at standard conditions ΔfH°solid Enthalpy of formation of solid at standard conditions ΔvapH Enthalpy of vaporization ΔvapH° Enthalpy of vaporization at standard conditions - Data from NIST Standard Reference Database 69: NIST Chemistry WebBook
- The National Institute of Standards and Technology (NIST) uses its best efforts to deliver a high quality copy of the Database and to verify that the data contained therein have been selected on the basis of sound scientific judgment. However, NIST makes no warranties to that effect, and NIST shall not be liable for any damage that may result from errors or omissions in the Database.
- Customer support for NIST Standard Reference Data products.