Benzene, 1,3-bis(1,1-dimethylethyl)-
- Formula: C14H22
- Molecular weight: 190.3245
- IUPAC Standard InChI: InChI=1S/C14H22/c1-13(2,3)11-8-7-9-12(10-11)14(4,5)6/h7-10H,1-6H3
- IUPAC Standard InChIKey: ILNDSSCEZZFNGE-UHFFFAOYSA-N
- CAS Registry Number: 1014-60-4
- 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, m-di-tert-butyl-; m-Di-tert-butylbenzene; 1,3-Di-tert-butylbenzene; 1,3-Ditertiarybutylbenzene; 1,3-bis(1,1-Dimethylethyl)benzene
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Reaction thermochemistry data
Go To: Top, Gas phase ion energetics data, Gas Chromatography, 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: Hussein Y. Afeefy, Joel F. Liebman, and Stephen E. Stein
Note: Please consider using the reaction search for this species. This page allows searching of all reactions involving this species. A general reaction search form is also available. Future versions of this site may rely on reaction search pages in place of the enumerated reaction displays seen below.
Individual Reactions
+
=
+
By formula: C18H30 + C10H14 = C14H22 + C14H22
| Quantity | Value | Units | Method | Reference | Comment |
|---|---|---|---|---|---|
| ΔrH° | 0.24 ± 0.26 | kcal/mol | Eqk | Nesterova, Verevkin, et al., 1984 | liquid phase; GLC |
=
By formula: C14H22 = C14H22
| Quantity | Value | Units | Method | Reference | Comment |
|---|---|---|---|---|---|
| ΔrH° | 22.3 ± 0.5 | kcal/mol | Eqk | Arnett, Sanda, et al., 1967 | liquid phase; solvent: CS2 |
+
= 2
By formula: C14H22 + C6H6 = 2C10H14
| Quantity | Value | Units | Method | Reference | Comment |
|---|---|---|---|---|---|
| ΔrH° | -0.72 ± 0.17 | kcal/mol | Eqk | Nesterova, Verevkin, et al., 1984 | liquid phase; GLC |
=
By formula: C14H22 = C14H22
| Quantity | Value | Units | Method | Reference | Comment |
|---|---|---|---|---|---|
| ΔrH° | 0.354 ± 0.079 | kcal/mol | Eqk | Nesterova, Verevkin, et al., 1984 | liquid phase; GLC |
Gas phase ion energetics data
Go To: Top, Reaction thermochemistry data, Gas Chromatography, 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
RDSH - Henry M. Rosenstock, Keith Draxl, Bruce W. Steiner, and John T. Herron
Ionization energy determinations
| IE (eV) | Method | Reference | Comment |
|---|---|---|---|
| 8.71 ± 0.07 | EI | Arnett, Sanda, et al., 1967, 2 | RDSH |
| 8.43 | PE | Howell, Goncalves, et al., 1984 | Vertical value; LBLHLM |
Appearance energy determinations
| Ion | AE (eV) | Other Products | Method | Reference | Comment |
|---|---|---|---|---|---|
| C13H19+ | 11.70 ± 0.07 | CH3 | EI | Arnett, Sanda, et al., 1967, 2 | RDSH |
Gas Chromatography
Go To: Top, Reaction thermochemistry data, 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 by: NIST Mass Spectrometry Data Center, William E. Wallace, director
Normal alkane RI, non-polar column, custom temperature program
| Column type | Active phase | I | Reference | Comment |
|---|---|---|---|---|
| Capillary | CP-Sil5 CB MS | 1245. | Iraqi, Vermeulen, et al., 2005 | 50. m/0.32 mm/1.2 μm; Program: 36C(2min) => 20C/min => 85C => 1C/min => 145C => 3C/min => 250C(30min) |
| Capillary | CP-Sil5 CB MS | 1249. | Tirillini, Verdelli, et al., 2000 | 50. m/0.32 mm/0.4 μm; Program: 0C (3min) => 3C/min => 50C => 5C/min => 220C (30min) |
Normal alkane RI, polar column, isothermal
| Column type | Active phase | Temperature (C) | I | Reference | Comment |
|---|---|---|---|---|---|
| Capillary | PEG-40M | 100. | 1426. | Nesterov, Nesterova, et al., 2000 | Column length: 50. m |
| Capillary | PEG-40M | 100. | 1427. | Nesterov, Nesterova, et al., 2000 | Column length: 50. m |
| Capillary | PEG-40M | 120. | 1436. | Nesterov, Nesterova, et al., 2000 | Column length: 50. m |
| Capillary | PEG-40M | 140. | 1444. | Nesterov, Nesterova, et al., 2000 | Column length: 50. m |
| Capillary | PEG-40M | 160. | 1454. | Nesterov, Nesterova, et al., 2000 | Column length: 50. m |
| Capillary | PEG-40M | 80. | 1420. | Nesterov, Nesterova, et al., 2000 | Column length: 50. m |
References
Go To: Top, Reaction thermochemistry data, Gas phase ion energetics data, Gas Chromatography, Notes
Data compilation copyright by the U.S. Secretary of Commerce on behalf of the U.S.A. All rights reserved.
Nesterova, Verevkin, et al., 1984
Nesterova, T.N.; Verevkin, S.R.; Karaseva, S.Ya.; Rozhnov, A.M.; Tsvetkov, V.F.,
The equilibria in the interconversions of t-butylbenzenes,
Russ. J. Phys. Chem. (Engl. Transl.), 1984, 58, 297-298. [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-t-butylbenzenes,
J. Am. Chem. Soc., 1967, 89, 5389-5400. [all data]
Arnett, Sanda, et al., 1967, 2
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]
Iraqi, Vermeulen, et al., 2005
Iraqi, R.; Vermeulen, C.; Benzekri, A.; Bouseta, A.; Collin, S.,
Screening for key odorants in Moroccan green olives by gas chromatography-olfactometry/aroma extract dilution analysis,
J. Agric. Food Chem., 2005, 53, 4, 1179-1184, https://doi.org/10.1021/jf040349w
. [all data]
Tirillini, Verdelli, et al., 2000
Tirillini, B.; Verdelli, G.; Paolocci, F.; Ciccioli, P.; Frattoni, M.,
The volatile organic compounds from the mycelium of Tuber borchii Vitt.,
Phytochemistry, 2000, 55, 8, 983-985, https://doi.org/10.1016/S0031-9422(00)00308-3
. [all data]
Nesterov, Nesterova, et al., 2000
Nesterov, I.A.; Nesterova, T.N.; Pimerzin, A.A.; Tsvetkov, V.S.,
Thermodynamics of alkylbenzene sorption and evaporation. IV. Enthalpies of evaporation and thermodynamics chracteristics of sorption by stationary phases OV-101 and PEG-40M,
Izvestia vysshikh uchebnykh zavedenii. Khimia i khimicheskaia tekhnologia (Chemistry and chemical technology), 2000, 43, 4, 39-45. [all data]
Notes
Go To: Top, Reaction thermochemistry data, Gas phase ion energetics data, Gas Chromatography, References
- Symbols used in this document:
AE Appearance energy ΔrH° Enthalpy of reaction at standard conditions - Data from NIST Standard Reference Database 69: NIST Chemistry WebBook
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