4-tert-Butyltoluene
- Formula: C11H16
- Molecular weight: 148.2447
- IUPAC Standard InChI: InChI=1S/C11H16/c1-9-5-7-10(8-6-9)11(2,3)4/h5-8H,1-4H3
- IUPAC Standard InChIKey: QCWXDVFBZVHKLV-UHFFFAOYSA-N
- CAS Registry Number: 98-51-1
- 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. - Other names: Benzene, 1-(1,1-dimethylethyl)-4-methyl-; Toluene, p-tert-butyl-; p-tert-Butyltoluene; 1-tert-Butyl-4-Methylbenzene; 1-Methyl-4-tert-butylbenzene; 4-tert-Butyl-1-Methylbenzene; 4-Methyl-tert-butylbenzene; Benzene, 1-methyl-4-tert-butyl-; p-Methyl-tert-butylbenzene; TBT; 4-t-Butyltoluene; 1-(1,1-Dimethylethyl)-4-methyl-benzene; p-t-Butyl toluene; NSC 6589
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Phase change data
Go To: Top, Gas phase ion energetics 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
AC - William E. Acree, Jr., James S. Chickos
| Quantity | Value | Units | Method | Reference | Comment |
|---|---|---|---|---|---|
| Tboil | 464. ± 3. | K | AVG | N/A | Average of 12 values; Individual data points |
| Quantity | Value | Units | Method | Reference | Comment |
| Tfus | 222. ± 7. | K | AVG | N/A | Average of 8 values; Individual data points |
| Quantity | Value | Units | Method | Reference | Comment |
| ΔvapH° | 52.2 ± 0.1 | kJ/mol | GS | Verevkin, Kozlova, et al., 2008 | Based on data from 279. to 323. K.; AC |
| ΔvapH° | 52.2 ± 0.6 | kJ/mol | N/A | Verevkin, 1998 | AC |
Enthalpy of vaporization
| ΔvapH (kJ/mol) | Temperature (K) | Method | Reference | Comment |
|---|---|---|---|---|
| 52.3 ± 0.5 | 296. | GS | Verevkin, 1998 | Based on data from 279. to 314. K.; AC |
| 49.1 | 357. | A | Stephenson and Malanowski, 1987 | Based on data from 342. to 465. K. See also Fel'dman, Savko, et al., 1973.; AC |
Gas phase ion energetics 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 by: Sharon G. Lias, John E. Bartmess, Joel F. Liebman, John L. Holmes, Rhoda D. Levin, and W. Gary Mallard
View reactions leading to C11H16+ (ion structure unspecified)
Ionization energy determinations
| IE (eV) | Method | Reference | Comment |
|---|---|---|---|
| 8.28 ± 0.02 | EI | Orlov, Misharev, et al., 1986 | |
| 8.12 | PE | Baidin, Misharev, et al., 1985 | |
| 8.31 | PE | Baidin, Misharev, et al., 1985 | Vertical value |
Appearance energy determinations
| Ion | AE (eV) | Other Products | Method | Reference | Comment |
|---|---|---|---|---|---|
| C10H13+ | 9.6 ± 0.1 | CH3 | EI | Orlov, Misharev, et al., 1986 |
References
Go To: Top, 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.
Verevkin, Kozlova, et al., 2008
Verevkin, Sergey P.; Kozlova, Svetlana A.; Emel'yanenko, Vladimir N.; Goodrich, Peter; Hardacre, Christopher,
Thermochemistry of Ionic Liquid-Catalyzed Reactions. Experimental and Theoretical Study of Chemical Equilibria of Isomerization and Transalkylation of tert -Butylbenzenes,
J. Phys. Chem. A, 2008, 112, 44, 11273-11282, https://doi.org/10.1021/jp806410x
. [all data]
Verevkin, 1998
Verevkin, Sergey P.,
Thermochemical properties of branched alkylsubstituted benzenes,
The Journal of Chemical Thermodynamics, 1998, 30, 8, 1029-1040, https://doi.org/10.1006/jcht.1998.0370
. [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]
Fel'dman, Savko, et al., 1973
Fel'dman, I.N.; Savko, V.V.; Mamai, U.I.; Finkel'shtein, M.F.,
Russ. J. Phys. Chem., 1973, 47, 1531. [all data]
Orlov, Misharev, et al., 1986
Orlov, V.; Misharev, A.; Takhistox, V.,
Determination of the enthalpy of formation of para-substituted α,α-dimethyl cations in the gas phase,
Izv. Akad. Nauk SSSR Ser. Khim., 1986, 9, 2006. [all data]
Baidin, Misharev, et al., 1985
Baidin, V.N.; Misharev, A.D.; Takhistov, V.V.,
Effect of alkyl substituents on the ionization potentials of halogenobenzenes,
Zh. Org. Khim., 1985, 21, 817. [all data]
Notes
Go To: Top, Phase change data, Gas phase ion energetics data, References
- Symbols used in this document:
AE Appearance energy Tboil Boiling point Tfus Fusion (melting) point ΔvapH Enthalpy of vaporization ΔvapH° Enthalpy of vaporization at standard conditions - Data from NIST Standard Reference Database 69: NIST Chemistry WebBook
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