2-Butanone, 3,3-dimethyl-
- Formula: C6H12O
- Molecular weight: 100.1589
- IUPAC Standard InChI: InChI=1S/C6H12O/c1-5(7)6(2,3)4/h1-4H3
- IUPAC Standard InChIKey: PJGSXYOJTGTZAV-UHFFFAOYSA-N
- CAS Registry Number: 75-97-8
- 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: tert-Butyl methyl ketone; Methyl tert-butyl ketone; Pinacolin; Pinacoline; Pinacolone; 2,2-Dimethyl-3-butanone; 2,2-Dimethylbutanone; 3,3-Dimethyl-2-butanone; 3,3-Dimethylbutanone; tert-C4H9COCH3; Ketone, tert-butyl methyl; 1,1,1-Trimethylacetone; t-Butyl methyl ketone; Ketone, t-butyl methyl; Methyl t-butyl ketone; Pinakolin; 1,1-Dimethylethyl methyl ketone; 3,3-Dimethyl-butan-2-one; NSC 935
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Gas phase thermochemistry 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:
ALS - Hussein Y. Afeefy, Joel F. Liebman, and Stephen E. Stein
GT - Glushko Thermocenter, Russian Academy of Sciences, Moscow
| Quantity | Value | Units | Method | Reference | Comment |
|---|---|---|---|---|---|
| ΔfH°gas | -69.47 ± 0.21 | kcal/mol | Ccb | Harrop, Head, et al., 1970 | ht. of vaporization was from a private communication; ALS |
Constant pressure heat capacity of gas
| Cp,gas (cal/mol*K) | Temperature (K) | Reference | Comment |
|---|---|---|---|
| 43.499 ± 0.065 | 385.67 | von Geiseler G., 1973 | GT |
| 43.970 ± 0.067 | 392.13 | ||
| 44.450 ± 0.067 | 399.53 | ||
| 44.840 ± 0.067 | 405.07 | ||
| 45.210 ± 0.067 | 410.70 |
Condensed phase thermochemistry data
Go To: Top, Gas 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:
ALS - Hussein Y. Afeefy, Joel F. Liebman, and Stephen E. Stein
DH - Eugene S. Domalski and Elizabeth D. Hearing
| Quantity | Value | Units | Method | Reference | Comment |
|---|---|---|---|---|---|
| ΔfH°liquid | -78.523 ± 0.067 | kcal/mol | Ccb | Harrop, Head, et al., 1970 | ht. of vaporization was from a private communication; ALS |
| Quantity | Value | Units | Method | Reference | Comment |
| ΔcH°liquid | -895.67 ± 0.19 | kcal/mol | Ccb | Harrop, Head, et al., 1970 | ht. of vaporization was from a private communication; Corresponding ΔfHºliquid = -78.525 kcal/mol (simple calculation by NIST; no Washburn corrections); ALS |
| Quantity | Value | Units | Method | Reference | Comment |
| S°liquid | 67.50 | cal/mol*K | N/A | Andon, Counsell, et al., 1970 | DH |
Constant pressure heat capacity of liquid
| Cp,liquid (cal/mol*K) | Temperature (K) | Reference | Comment |
|---|---|---|---|
| 49.45 | 298.15 | Andon, Counsell, et al., 1970 | T = 10 to 360 K.; DH |
| 49.55 | 298.15 | Harrop, Head, et al., 1970 | DH |
References
Go To: Top, Gas phase thermochemistry data, Condensed phase thermochemistry data, Notes
Data compilation copyright by the U.S. Secretary of Commerce on behalf of the U.S.A. All rights reserved.
Harrop, Head, et al., 1970
Harrop, D.; Head, A.J.; Lewis, G.B.,
Thermodynamic properties of organic oxygen compounds. 22. Enthalpies of combustion of some aliphatic ketones,
J. Chem. Thermodyn., 1970, 2, 203-210. [all data]
von Geiseler G., 1973
von Geiseler G.,
The heat capacity and the heat of vaporization of isomeric butylmethylketones and propylacetates,
Z. Phys. Chem. (Leipzig), 1973, 252, 170-176. [all data]
Andon, Counsell, et al., 1970
Andon, R.J.L.; Counsell, J.F.; Lees, E.B.; Martin, J.F.,
Thermodynamic properties of organic oxygen compounds. Part XXIII. Low-temperature heat capacity and entropy of C6, C7,
and C9 ketones, 1970, J. [all data]
Notes
Go To: Top, Gas phase thermochemistry data, Condensed phase thermochemistry data, References
- Symbols used in this document:
Cp,gas Constant pressure heat capacity of gas Cp,liquid Constant pressure heat capacity of liquid S°liquid Entropy of liquid at standard conditions ΔcH°liquid Enthalpy of combustion of liquid at standard conditions ΔfH°gas Enthalpy of formation of gas at standard conditions ΔfH°liquid Enthalpy of formation of liquid at standard conditions - Data from NIST Standard Reference Database 69: NIST Chemistry WebBook
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