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 Copy

  
• IUPAC Standard InChIKey: XRTANKYQJQXSFP-UHFFFAOYSA-N Copy
• 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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• Information on this page:
  • Condensed phase thermochemistry data
  • Phase change data
  • Reaction thermochemistry data
  • Gas phase ion energetics data
  • Mass spectrum (electron ionization)
  • References
  • Notes
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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

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

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

 +  =  + 

By formula: C₆H₅Cl + C₁₄H₂₁Cl = C₁₀H₁₃Cl + C₁₀H₁₃Cl

=

By formula: C₁₀H₁₃Cl = C₁₀H₁₃Cl

=

By formula: C₁₀H₁₃Cl = C₁₀H₁₃Cl

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

Appearance energy determinations

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

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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• Symbols used in this document:
  

  AE	Appearance energy
  Tboil	Boiling point
  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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