1-Chloro-4-(1,1-dimethylethyl)benzene
- Formula: C10H13Cl
- Molecular weight: 168.663
- IUPAC Standard InChI: InChI=1S/C10H13Cl/c1-10(2,3)8-4-6-9(11)7-5-8/h4-7H,1-3H3
- IUPAC Standard InChIKey: XRTANKYQJQXSFP-UHFFFAOYSA-N
- CAS Registry Number: 3972-56-3
- 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-chloro-4-(1,1-dimethylethyl)-; Benzene, 1-tert-butyl-4-chloro-; p-Chloro-tert-butylbenzene; 1-tert-Butyl-4-chlorobenzene; p-tert-Butylchlorobenzene; 4-Chloro-tert-butylbenzene; 4-tert-Butyl-chlorobenzene; 4-tert-butyl-1-chlorobenzene
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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 | -108. ± 3. | kJ/mol | Eqk | Kovel, Nesterova, et al., 1982 |
Reaction 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
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
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=
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By formula: C6H5Cl + C14H21Cl = C10H13Cl + C10H13Cl
| Quantity | Value | Units | Method | Reference | Comment |
|---|---|---|---|---|---|
| ΔrH° | -0.25 ± 0.71 | kJ/mol | Eqk | Kovzel, Nesterova, et al., 1981 | liquid phase |
=
By formula: C10H13Cl = C10H13Cl
| Quantity | Value | Units | Method | Reference | Comment |
|---|---|---|---|---|---|
| ΔrH° | 0.84 ± 0.42 | kJ/mol | Eqk | Kovzel, Nesterova, et al., 1981 | liquid phase |
=
By formula: C10H13Cl = C10H13Cl
| Quantity | Value | Units | Method | Reference | Comment |
|---|---|---|---|---|---|
| ΔrH° | -21.4 ± 1.7 | kJ/mol | Eqk | Kovzel, Nesterova, et al., 1981 | liquid phase |
Gas phase ion energetics data
Go To: Top, Condensed phase thermochemistry data, Reaction 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:
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
Ionization energy determinations
| IE (eV) | Method | Reference | Comment |
|---|---|---|---|
| 8.56 ± 0.02 | EI | Orlov, Misharev, et al., 1986 | LBLHLM |
| 8.48 | PE | Baidin, Misharev, et al., 1985 | LBLHLM |
| 8.70 | PE | Baidin, Misharev, et al., 1985 | Vertical value; LBLHLM |
| 8.82 | PE | Limouzin and Maire, 1975 | Vertical value; LLK |
Appearance energy determinations
| Ion | AE (eV) | Other Products | Method | Reference | Comment |
|---|---|---|---|---|---|
| C9H10Cl+ | 9.5 ± 0.1 | CH3 | EI | Orlov, Misharev, et al., 1986 | LBLHLM |
References
Go To: Top, Condensed phase thermochemistry data, Reaction thermochemistry 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.
Kovel, Nesterova, et al., 1982
Kovel, E.N.; Nesterova, T.N.; Rozhnov, A.M.,
Heats of formation of tert-butylchlorobenzenes, Deposited Document, SPSTL 385 Khp-D80. Chem. Abst. 97:23198n, 1982, 1-5. [all data]
Kovzel, Nesterova, et al., 1981
Kovzel, E.N.; Nesterova, T.N.; Rozhnov, A.M.; Kartavtseva, T.A.,
Study of equilibrium in in the chlorobenzene-butylchlorobenzenes systems,
Termodin. Organ. Soedin., 1981, 65-68. [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]
Limouzin and Maire, 1975
Limouzin, Y.; Maire, J.C.,
Spectres photoelectroniques des composes organometalliques,
J. Organomet. Chem., 1975, 92, 169. [all data]
Notes
Go To: Top, Condensed phase thermochemistry data, Reaction thermochemistry data, Gas phase ion energetics data, References
- Symbols used in this document:
AE Appearance energy ΔfH°liquid Enthalpy of formation of liquid at standard conditions ΔrH° Enthalpy of reaction at standard conditions - Data from NIST Standard Reference Database 69: NIST Chemistry WebBook
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