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Cyclohexane, chloro-

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Gas phase thermochemistry data

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

Quantity Value Units Method Reference Comment
Deltafgas-166.5 ± 1.9kJ/molCcbAn and Guo, 1995Author was aware that data differs from previously reported values; HCl(1:600 H2O)
Deltafgas-163.98 ± 0.62kJ/molCmDiky, Kabo, et al., 1994 
Deltafgas-164. ± 3.kJ/molCmKirkbride, 1956Heat of formation derived by Cox and Pilcher, 1970

Condensed phase thermochemistry data

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

Quantity Value Units Method Reference Comment
Deltafliquid-209.1 ± 1.9kJ/molCcbAn and Guo, 1995Author was aware that data differs from previously reported values; HCl(1:600 H2O)
Deltafliquid-206.9 ± 2.1kJ/molCmDiky, Kabo, et al., 1994 
Deltafliquid-207.kJ/molCmKirkbride, 1956 
Quantity Value Units Method Reference Comment
Deltacliquid-3747.6 ± 1.9kJ/molCcbAn and Guo, 1995Author was aware that data differs from previously reported values; HCl(1:600 H2O)

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
ALS - Hussein Y. Afeefy, Joel F. Liebman, and Stephen E. Stein
AC - William E. Acree, Jr., James S. Chickos
CAL - James S. Chickos, William E. Acree, Jr., Joel F. Liebman, Students of Chem 202 (Introduction to the Literature of Chemistry), University of Missouri -- St. Louis

Quantity Value Units Method Reference Comment
Tboil416. ± 1.KAVGN/AAverage of 6 values; Individual data points
Quantity Value Units Method Reference Comment
Tfus230.15KN/ATimmermans and Hennaut-Roland, 1955Uncertainty assigned by TRC = 0.3 K; TRC
Tfus230.1KN/ATimmermans, 1952Uncertainty assigned by TRC = 0.3 K; TRC
Tfus228.8KN/ACrowe and Smyth, 1951Crystal phase 1 phase; Uncertainty assigned by TRC = 0.3 K; TRC
Tfus226.KN/AWhite and Bishop, 1940Crystal phase 1 phase; Uncertainty assigned by TRC = 3. K; TRC
Tfus230.00KN/AVan de Vloed, 1939Uncertainty assigned by TRC = 1.5 K; by cryoscopic; TRC
Quantity Value Units Method Reference Comment
Ttriple229.34KN/ADiky, Kabo, et al., 1994, 2Crystal phase 1 phase; Uncertainty assigned by TRC = 0.01 K; TRC
Quantity Value Units Method Reference Comment
Deltavap42. ± 2.kJ/molAVGN/AAverage of 6 values; Individual data points

Enthalpy of vaporization

DeltavapH (kJ/mol) Temperature (K) Method Reference Comment
39.3365.AStephenson and Malanowski, 1987Based on data from 350. - 416. K. See also Andreevskii, Brazhnikov, et al., 1969.; AC

Enthalpy of fusion

DeltafusH (kJ/mol) Temperature (K) Method Reference Comment
1.67228.7DSCSingh and Murthy, 2008AC
2.04229.3ACDiky, Kabo, et al., 1994Based on data from 5. - 304. K.; AC

Entropy of fusion

DeltafusS (J/mol*K) Temperature (K) Reference Comment
0.42120.Kozyro, Kabo, et al., 1992CAL
36.35220.4
8.91229.3

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

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

Cyclohexane, chloro- + Hydrogen chloride = Cyclohexane + Chlorine

By formula: C6H11Cl + HCl = C6H12 + Cl2

Quantity Value Units Method Reference Comment
Deltar-143.1kJ/molCmKirkbride, 1956liquid phase

Gas phase ion energetics data

Go To: Top, Gas phase thermochemistry data, Condensed phase thermochemistry data, Phase change data, Reaction thermochemistry data, IR Spectrum, Mass spectrum (electron ionization), 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:
LLK - Sharon G. Lias, Rhoda D. Levin, and Sherif A. Kafafi

Ionization energy determinations

IE (eV) Method Reference Comment
10.10 ± 0.01PISergeev, Akopyan, et al., 1973LLK
10.67PESergeev, Akopyan, et al., 1973Vertical value; LLK

Appearance energy determinations

Ion AE (eV) Other Products MethodReferenceComment
C4H6+11.07 ± 0.03?PISergeev, Akopyan, et al., 1973LLK
C4H7+11.52 ± 0.05?PISergeev, Akopyan, et al., 1973LLK
C4H8+10.2 ± 0.01?PISergeev, Akopyan, et al., 1973LLK
C4H9+10.56 ± 0.02?PISergeev, Akopyan, et al., 1973LLK
C5H7+10.67 ± 0.05?PISergeev, Akopyan, et al., 1973LLK
C5H9+11.01 ± 0.02?PISergeev, Akopyan, et al., 1973LLK
C6H9+10.40 ± 0.02?PISergeev, Akopyan, et al., 1973LLK
C6H10+10.10 ± 0.05?PISergeev, Akopyan, et al., 1973LLK
C6H11+10.20 ± 0.05?PISergeev, Akopyan, et al., 1973LLK

IR Spectrum

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

Gas Phase Spectrum

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IR spectrum
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Notice: Concentration information is not available for this spectrum and, therefore, molar absorptivity values cannot be derived.

Additional Data

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Owner NIST Standard Reference Data Program
Collection (C) 2018 copyright by the U.S. Secretary of Commerce
on behalf of the United States of America. All rights reserved.
Origin Sadtler Research Labs Under US-EPA Contract
State gas

This IR spectrum is from the NIST/EPA Gas-Phase Infrared Database .


Mass spectrum (electron ionization)

Go To: Top, Gas phase thermochemistry data, Condensed phase thermochemistry data, Phase change data, Reaction thermochemistry data, Gas phase ion energetics data, IR Spectrum, 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

Spectrum

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Mass spectrum
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Additional Data

View image of digitized spectrum (can be printed in landscape orientation).

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Download spectrum in JCAMP-DX format.

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 Japan AIST/NIMC Database- Spectrum MS-NW-1285
NIST MS number 229000

All mass spectra in this site (plus many more) are available from the NIST/EPA/NIH Mass Spectral Library. Please see the following for information about the library and its accompanying search program.


References

Go To: Top, Gas phase thermochemistry data, Condensed phase thermochemistry data, Phase change data, Reaction thermochemistry data, Gas phase ion energetics data, IR Spectrum, 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.

An and Guo, 1995
An, X.-W.; Guo, D.-J., Formation enthalpies and non-bonding interactions of hexachlorocyclohexanes, Thermochim. Acta, 1995, 253, 235-242. [all data]

Diky, Kabo, et al., 1994
Diky, V.V.; Kabo, G.J.; Kozyro, A.A.; Krasulin, A.P.; Sevruk, V.M., Thermodynamic properties of crystalline and liquid chlorocyclohexane and inversion of ring, J. Chem. Thermodyn., 1994, 26, 1001-1013. [all data]

Kirkbride, 1956
Kirkbride, F.W., The heats of chlorination of some hydrocarbons and their chloro-derivatives, J. Appl. Chem., 1956, 6, 11-21. [all data]

Cox and Pilcher, 1970
Cox, J.D.; Pilcher, G., Thermochemistry of Organic and Organometallic Compounds, Academic Press, New York, 1970, 1-636. [all data]

Timmermans and Hennaut-Roland, 1955
Timmermans, J.; Hennaut-Roland, M., Work of the International Bureau of Physical-Chemical Standards. IX. The Physical Constants of Twenty Organic Compounds, J. Chim. Phys. Phys.-Chim. Biol., 1955, 52, 223. [all data]

Timmermans, 1952
Timmermans, J., Freezing points of organic compounds. VVI New determinations., Bull. Soc. Chim. Belg., 1952, 61, 393. [all data]

Crowe and Smyth, 1951
Crowe, R.W.; Smyth, C.P., J. Am. Chem. Soc., 1951, 73, 5406. [all data]

White and Bishop, 1940
White, A.H.; Bishop, W.S., Dielectric Evidence of Molecular Rotation in the Crystals of Certain Non-aromatic Compounds, J. Am. Chem. Soc., 1940, 62, 8-16. [all data]

Van de Vloed, 1939
Van de Vloed, A., Bull. Soc. Chim. Belg., 1939, 48, 229. [all data]

Diky, Kabo, et al., 1994, 2
Diky, V.V.; Kabo, G.J.; Kozyro, A.A.; Krasulin, A.P.; Sevruk, V.M., Thermodynamic properties of crystalline and liquid chlorocyclohexane and inversion of ring, J. Chem. Thermodyn., 1994, 26, 9, 1001, https://doi.org/10.1006/jcht.1994.1117 . [all data]

Stephenson and Malanowski, 1987
Stephenson, Richard M.; Malanowski, Stanislaw, Handbook of the Thermodynamics of Organic Compounds, 1987, https://doi.org/10.1007/978-94-009-3173-2 . [all data]

Andreevskii, Brazhnikov, et al., 1969
Andreevskii, D.N.; Brazhnikov, M.M.; Il'inchik, V.N., Vestn. Beloruss. Univ., 1969, 2, 1, 3. [all data]

Singh and Murthy, 2008
Singh, L.P.; Murthy, S.S.N., Dielectric and Calorimetric Study of Orientationally Disordered Phases in Two Unusual Two-Component Systems, J. Phys. Chem. B, 2008, 112, 9, 2606-2615, https://doi.org/10.1021/jp077663o . [all data]

Kozyro, Kabo, et al., 1992
Kozyro, A.A.; Kabo, G.J.; Krouk, V.S.; Sheiman, M.S.; Yursha, I.A.; Simirsky, V.V.; Krasulin, A.P.; Sevruk, V.M.; Gogolinsky, V.I., Thermodynamic properties of cyclohexanone oxime, J. Chem. Thermodyn., 1992, 24, 8, 883, https://doi.org/10.1016/S0021-9614(05)80233-2 . [all data]

Sergeev, Akopyan, et al., 1973
Sergeev, Yu.L.; Akopyan, M.E.; Vilesov, F.I.; Chizhov, Yu.V., Photoionization processes in gaseous cyclohexane, and chloro- and bromocyclohexane, High Energy Chem., 1973, 7, 369, In original 418. [all data]


Notes

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