1-Chloro-4-(1,1-dimethylethyl)benzene

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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
Δfliquid-25.9 ± 0.6kcal/molEqkKovel, Nesterova, et al., 1982 

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
TRC - Thermodynamics Research Center, NIST Boulder Laboratories, Chris Muzny director

Quantity Value Units Method Reference Comment
Tboil484.2KN/AWeast and Grasselli, 1989BS
Tboil485.KN/ABenkeser, Crimmins, et al., 1968Uncertainty assigned by TRC = 5. K; TRC
Tboil488.KN/ARueggeberg, Cushing, et al., 1946Uncertainty assigned by TRC = 3. K; TRC

In addition to the Thermodynamics Research Center (TRC) data available from this site, much more physical and chemical property data is available from the following TRC products:


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

Benzene, chloro- + 2,4-Di-t-butyl chlorobenzene = 1-Chloro-4-(1,1-dimethylethyl)benzene + Benzene, 1-tert-butyl-2-chloro-

By formula: C6H5Cl + C14H21Cl = C10H13Cl + C10H13Cl

Quantity Value Units Method Reference Comment
Δr-0.06 ± 0.17kcal/molEqkKovzel, Nesterova, et al., 1981liquid phase

1-Chloro-4-(1,1-dimethylethyl)benzene = m-Tert-butyl chlorobenzene

By formula: C10H13Cl = C10H13Cl

Quantity Value Units Method Reference Comment
Δr0.20 ± 0.10kcal/molEqkKovzel, Nesterova, et al., 1981liquid phase

Benzene, 1-tert-butyl-2-chloro- = 1-Chloro-4-(1,1-dimethylethyl)benzene

By formula: C10H13Cl = C10H13Cl

Quantity Value Units Method Reference Comment
Δr-5.11 ± 0.41kcal/molEqkKovzel, Nesterova, et al., 1981liquid phase

Gas phase ion energetics 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:
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 ± 0.02EIOrlov, Misharev, et al., 1986LBLHLM
8.48PEBaidin, Misharev, et al., 1985LBLHLM
8.70PEBaidin, Misharev, et al., 1985Vertical value; LBLHLM
8.82PELimouzin and Maire, 1975Vertical value; LLK

Appearance energy determinations

Ion AE (eV) Other Products MethodReferenceComment
C9H10Cl+9.5 ± 0.1CH3EIOrlov, Misharev, et al., 1986LBLHLM

Mass spectrum (electron ionization)

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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: NIST Mass Spectrometry Data Center, William E. Wallace, director

Spectrum

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Additional Data

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Owner NIST Mass Spectrometry Data Center
Collection (C) 2014 copyright by the U.S. Secretary of Commerce
on behalf of the United States of America. All rights reserved.
Origin ASES Database, Dalian Institute, P.R. China
NIST MS number 146675

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References

Go To: Top, Condensed phase thermochemistry data, Phase change data, Reaction thermochemistry data, Gas phase ion energetics data, Mass spectrum (electron ionization), 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]

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]

Benkeser, Crimmins, et al., 1968
Benkeser, R.A.; Crimmins, T.F.; Tong, W.H., Factors Governing Orientation in Metalation Reactions IV. The Role of Alkoxide in Metalation Reactions Involving Organosodium Compounds, J. Am. Chem. Soc., 1968, 90, 4366-70. [all data]

Rueggeberg, Cushing, et al., 1946
Rueggeberg, W.H.; Cushing, M.L.; Cook, W.A., Condensation of ALiphatic Alcohols with Aryl Hydrocarbons in the Presence of Chlorosulfuric Acid, J. Am. Chem. Soc., 1946, 68, 191. [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

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