Phenyl tert-butyl ketone
- Formula: C11H14O
- Molecular weight: 162.2283
- IUPAC Standard InChI: InChI=1S/C11H14O/c1-11(2,3)10(12)9-7-5-4-6-8-9/h4-8H,1-3H3
- IUPAC Standard InChIKey: OECPUBRNDKXFDX-UHFFFAOYSA-N
- CAS Registry Number: 938-16-9
- 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. - Other names: 1-Propanone, 2,2-dimethyl-1-phenyl-; Pivalophenone; α,α-Dimethylpropiophenone; tert-Butyl Phenyl ketone; 2,2-Dimethylpropiophenone; 2,2-Dimethyl-1-phenyl-1-propanone
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Condensed phase thermochemistry data
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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 by: Hussein Y. Afeefy, Joel F. Liebman, and Stephen E. Stein
| Quantity | Value | Units | Method | Reference | Comment |
|---|---|---|---|---|---|
| ΔfH°liquid | -208.8 ± 2.5 | kJ/mol | Ccb | Colomina, Latorre, et al., 1961 | |
| Quantity | Value | Units | Method | Reference | Comment |
| ΔcH°liquid | -6120.7 ± 2.3 | kJ/mol | Ccb | Colomina, Latorre, et al., 1961 | Corresponding ΔfHºliquid = -208.7 kJ/mol (simple calculation by NIST; no Washburn corrections) |
Phase change data
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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
AC - William E. Acree, Jr., James S. Chickos
| Quantity | Value | Units | Method | Reference | Comment |
|---|---|---|---|---|---|
| Tboil | 493.2 | K | N/A | Weast and Grasselli, 1989 | BS |
Enthalpy of vaporization
| ΔvapH (kJ/mol) | Temperature (K) | Method | Reference | Comment |
|---|---|---|---|---|
| 55.5 | 345. | A | Stephenson and Malanowski, 1987 | Based on data from 330. to 493. K. See also Stull, 1947.; AC |
Antoine Equation Parameters
log10(P) = A − (B / (T + C))
P = vapor pressure (bar)
T = temperature (K)
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| Temperature (K) | A | B | C | Reference | Comment |
|---|---|---|---|---|---|
| 330.9 to 493. | 5.23048 | 2391.081 | -35.926 | Stull, 1947 | Coefficents calculated by NIST from author's data. |
Gas phase ion energetics data
Go To: Top, Condensed phase thermochemistry data, 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:
LLK - Sharon G. Lias, Rhoda D. Levin, and Sherif A. Kafafi
RDSH - Henry M. Rosenstock, Keith Draxl, Bruce W. Steiner, and John T. Herron
Ionization energy determinations
| IE (eV) | Method | Reference | Comment |
|---|---|---|---|
| 8.70 | PE | Brown, 1975 | LLK |
| 9.04 ± 0.04 | EI | Bock, Seidl, et al., 1968 | RDSH |
| 9.02 | PE | Koenig, Wielesek, et al., 1977 | Vertical value; LLK |
| 8.98 | PE | Brown, 1975 | Vertical value; LLK |
References
Go To: Top, Condensed phase thermochemistry data, Phase change data, Gas phase ion energetics data, Notes
Data compilation copyright by the U.S. Secretary of Commerce on behalf of the U.S.A. All rights reserved.
Colomina, Latorre, et al., 1961
Colomina, M.; Latorre, C.; Perez-Ossorio, R.,
Heats of combustion of five alkyl phenyl ketones,
Pure & Appl. Chem., 1961, 2, 133-135. [all data]
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]
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]
Stull, 1947
Stull, Daniel R.,
Vapor Pressure of Pure Substances. Organic and Inorganic Compounds,
Ind. Eng. Chem., 1947, 39, 4, 517-540, https://doi.org/10.1021/ie50448a022
. [all data]
Brown, 1975
Brown, R.S.,
A photoelectron investigation of acyl silanes: The photoelectron spectra of trimethylsilyl phenyl ketone and phenyl tert-butyl ketone,
Can. J. Chem., 1975, 53, 2446. [all data]
Bock, Seidl, et al., 1968
Bock, H.; Seidl, H.; Fochler, M.,
d-Orbitaleffekte in silicium-substituierten π-Elektronensystemen. X. Vertikale Ionisierungsenergien von Alkyl- und Silyl-benzolen,
Chem. Ber., 1968, 101, 2815. [all data]
Koenig, Wielesek, et al., 1977
Koenig, T.; Wielesek, R.; Miller, L.L.; So, Y.-H.,
Correlation of electrochemical reactivity and photoelectron spectra of aromatic ketones,
J. Am. Chem. Soc., 1977, 99, 7061. [all data]
Notes
Go To: Top, Condensed phase thermochemistry data, Phase change data, Gas phase ion energetics data, References
- Symbols used in this document:
Tboil Boiling point ΔcH°liquid Enthalpy of combustion of liquid at standard conditions ΔfH°liquid Enthalpy of formation of liquid at standard conditions ΔvapH Enthalpy of vaporization - Data from NIST Standard Reference Database 69: NIST Chemistry WebBook
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