Benzene, 1,4-bis(1,1-dimethylethyl)-
- Formula: C14H22
- Molecular weight: 190.3245
- IUPAC Standard InChI: InChI=1S/C14H22/c1-13(2,3)11-7-9-12(10-8-11)14(4,5)6/h7-10H,1-6H3
- IUPAC Standard InChIKey: OOWNNCMFKFBNOF-UHFFFAOYSA-N
- CAS Registry Number: 1012-72-2
- 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, p-di-tert-butyl-; p-Di-tert-butylbenzene; 1,4-Di-tert-butylbenzene; Benzene, 1,4-bis-(tert-butyl)
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Gas phase ion energetics data
Go To: Top, 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:
LBLHLM - Sharon G. Lias, John E. Bartmess, Joel F. Liebman, John L. Holmes, Rhoda D. Levin, and W. Gary Mallard
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 |
|---|---|---|---|
| 8.24 ± 0.02 | EI | Orlov, Misharev, et al., 1986 | LBLHLM |
| 8.11 | PE | Baidin, Misharev, et al., 1985 | LBLHLM |
| 8.30 | PE | Bock, Kaim, et al., 1978 | LLK |
| 8.74 ± 0.07 | EI | Arnett, Sanda, et al., 1967 | RDSH |
| 8.31 | PE | Baidin, Misharev, et al., 1985 | Vertical value; LBLHLM |
| 8.28 | PE | Howell, Goncalves, et al., 1984 | Vertical value; LBLHLM |
| 8.40 | PE | Kaim, Tesmann, et al., 1980 | Vertical value; LLK |
Appearance energy determinations
| Ion | AE (eV) | Other Products | Method | Reference | Comment |
|---|---|---|---|---|---|
| C13H19+ | 9.5 ± 0.1 | CH3 | EI | Orlov, Misharev, et al., 1986 | LBLHLM |
| C13H19+ | 11.69 ± 0.07 | CH3 | EI | Arnett, Sanda, et al., 1967 | RDSH |
References
Go To: Top, 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.
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]
Bock, Kaim, et al., 1978
Bock, H.; Kaim, W.; Rohwer, H.E.,
Die hyperkonjugative Stabilisierung von p-Xylol-Radikalkationen durch (H3C)3Si-Substituenten,
Chem. Ber., 1978, 111, 3573. [all data]
Arnett, Sanda, et al., 1967
Arnett, E.M.; Sanda, J.C.; Bollinger, J.M.; Barber, M.,
Crowded benzenes. VI. The strain energy in o-di-tbutylbenzenes,
J. Am. Chem. Soc., 1967, 89, 5389. [all data]
Howell, Goncalves, et al., 1984
Howell, J.O.; Goncalves, J.M.; Amatore, C.; Klasinc, L.; Wightman, R.M.; Kochi, J.K.,
Electron transfer from aromatic hydrocarbons and their π-complexes with metals. Comparison of the standard oxidation potentials and vertical ionization potentials,
J. Am. Chem. Soc., 1984, 106, 3968. [all data]
Kaim, Tesmann, et al., 1980
Kaim, W.; Tesmann, H.; Bock, H.,
Me3C-, Me3Si-, Me3Ge-, Me3Sn- und Me3Pb-substituierte benzol- und naphthalin-derivate und ihre radikalanionen,
Chem. Ber., 1980, 113, 3221. [all data]
Notes
Go To: Top, Gas phase ion energetics data, References
- Symbols used in this document:
AE Appearance energy - Data from NIST Standard Reference Database 69: NIST Chemistry WebBook
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