Ethylene, 1,2-dichloro-, (Z)-

• Formula: C₂H₂Cl₂
• Molecular weight: 96.943
• IUPAC Standard InChI: InChI=1S/C2H2Cl2/c3-1-2-4/h1-2H/b2-1- Copy

  
• IUPAC Standard InChIKey: KFUSEUYYWQURPO-UPHRSURJSA-N Copy
• CAS Registry Number: 156-59-2
• 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.
• Stereoisomers:
  • Ethylene, 1,2-dichloro-, (E)-
  • 1,2-Dichloroethylene
• Other names: Ethene, 1,2-dichloro-, (Z)-; (Z)-1,2-Dichloroethylene; cis-Di-1,2-Chloroethylene; cis-Dichloroethylene; cis-1,2-Dichloroethene; cis-1,2-Dichloroethylene; 1,2-cis-Dichloroethylene; (Z)-CHCl=CHCl; (Z)-1,2-Dichloroethene; 1,2-cis-Dichloroethene; Acetylene dichloride, cis-; 1,cis-2-Dichloroethene; Ethylene, 1,2-dichloro-, cis-; Ethene, 1,2-dichloro-, (1Z)-; HCC 1130c; R 1130c
• Permanent link for this species. Use this link for bookmarking this species for future reference.
• Information on this page:
  • Gas phase thermochemistry data
  • Condensed phase thermochemistry data
  • Phase change data
  • Reaction thermochemistry data
  • Gas phase ion energetics data
  • References
  • Notes
• Other data available:
  • Henry's Law data
  • IR Spectrum
  • Mass spectrum (electron ionization)
  • UV/Visible spectrum
  • Vibrational and/or electronic energy levels
  • Gas Chromatography
• Data at other public NIST sites:
  • Gas Phase Kinetics Database
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Gas 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 as indicated in comments:
DRB - Donald R. Burgess, Jr.
ALS - Hussein Y. Afeefy, Joel F. Liebman, and Stephen E. Stein

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 as indicated in comments:
DRB - Donald R. Burgess, Jr.
ALS - Hussein Y. Afeefy, Joel F. Liebman, and Stephen E. Stein
DH - Eugene S. Domalski and Elizabeth D. Hearing

Constant pressure heat capacity of liquid

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
DRB - Donald R. Burgess, Jr.
ALS - Hussein Y. Afeefy, Joel F. Liebman, and Stephen E. Stein
AC - William E. Acree, Jr., James S. Chickos

Enthalpy of vaporization

Antoine Equation Parameters

log₁₀(P) = A − (B / (T + C))
    P = vapor pressure (atm)
    T = temperature (K)

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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: C₂H₂Cl₂ = C₂H₂Cl₂

=

By formula: C₂H₂Cl₂ = C₂H₂Cl₂

=

By formula: C₂H₂Cl₂ = C₂H₂Cl₂

 +  =

By formula: C₂H₂Cl₂ + Cl₂ = C₂H₂Cl₄

=  + 

By formula: C₂H₂Cl₂ = H₂ + C₂Cl₂

=  + 

By formula: C₂H₂Cl₂ = C₂HCl + HCl

=  + 

By formula: C₂H₂Cl₂ = C₂H₂ + Cl₂

 +  =

By formula: C₂H₂Cl₂ + HCl = C₂H₃Cl₃

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 evaluated as indicated in comments:
L - Sharon G. Lias

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
RDSH - Henry M. Rosenstock, Keith Draxl, Bruce W. Steiner, and John T. Herron

Ionization energy determinations

Appearance energy determinations

References

Go To: Top, Gas phase thermochemistry data, Condensed phase thermochemistry data, Phase change 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.

Manion, 2002
Manion, J.A., Evaluated Enthalpies of Formation of the Stable Closed Shell C1 and C2 Chlorinated Hydrocarbons, J. Phys. Chem. Ref. Data, 2002, 31, 1, 123-172, https://doi.org/10.1063/1.1420703 . [all data]

Rozhnov, Levanova, et al., 1974
Rozhnov, A.M.; Levanova, S.V.; Dvornikova, G.A.; Sadovnikova, S.L., Equilibrium of isomerization of dichloroethylenes, J. Appl. Chem. USSR, 1974, 47, 667-669. [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]

Pitzer and Hollenberg, 1954
Pitzer, K.S.; Hollenberg, J.L., Cis- and trans-dichloroethylenes. The infrared spectra from 130-400 cm.^-1 and the thermodynamic properties, J. Am. Chem. Soc., 1954, 76, 1493-1496. [all data]

Smith, Bjellerup, et al., 1953
Smith, L.; Bjellerup, L.; Krook, S.; Westermark, H., Heats of combustion of organic chloro compounds determined by the "quartz wool" method, Acta Chem. Scand., 1953, 7, 65. [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]

Mehl, 1934
Mehl, W., Die spezifische Wärme einiger flüssiger Kältemittel, Z. ges. Kalte-Ind., 1934, 41, 152-153. [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]

Amaya, 1961
Amaya, K., Thermodynamical studies on bionary systems consisting of polar and non-polar liquids. II. the measurement of the heats of mixing for binary systems of polar and non-polar liquids, Bull. Chem. Soc. Jpn., 1961, 34, 1278. [all data]

Andrews and Keefer, 1951
Andrews, L.J.; Keefer, R.M., The Argentation of Organic Iodides, J. Am. Chem. Soc., 1951, 73, 5733-5736. [all data]

Maryott, Hobbs, et al., 1941
Maryott, A.A.; Hobbs, M.E.; Gross, P.M., Bond Moment Additivity and the Electric Moments of Some Halogenated Hydrocarbons, J. Am. Chem. Soc., 1941, 63, 659. [all data]

Awbery and Griffiths, 1936
Awbery, J.H.; Griffiths, E., The Viscosities of Some Liquid Refrigerants, Proc. Phys. Soc. London, 1936, 48, 372-80. [all data]

Broers, Ketelaar, et al., 1950
Broers, G.H.J.; Ketelaar, J.A.A.; Van Velden, P.F., Melting-point Diagram and Hets of Fusion of cis- and trans-1,2-Dichloro-ethene, Recl. Trav. Chim. Pays-Bas, 1950, 69, 1122. [all data]

Cox and Pilcher, 1970, 2
Cox, J.D.; Pilcher, G., Thermochemistry of Organic and Organometallic Compounds, Academic, London, 1970, 636. [all data]

Ketelaar, Van Velden, et al., 1947
Ketelaar, J.A.A.; Van Velden, P.F.; Zalm, P., Vapour pressures and heats of vaporization of cis- and trans-1,2-dichloroethene, Rec. Trav. Chim. Pays/Bas, 1947, 66, 27. [all data]

Ketelaar, van Velden, et al., 2010
Ketelaar, J.A.A.; van Velden, P.F.; Zalm, P., Vapour pressures and heats of vaporization of cis- and trans-1,2-dichloroethene, Recl. Trav. Chim. Pays-Bas, 2010, 66, 12, 721-732, https://doi.org/10.1002/recl.19470661202 . [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]

Dykyj, 1970
Dykyj, J., Petrochemica, 1970, 10, 2, 51. [all data]

Flom, Alpert, et al., 1951
Flom, Donald G.; Alpert, Norman; Elving, Philip J., Systems Involving cis-or trans-Dichloroethylene and an Acetal or Ether, Ind. Eng. Chem., 1951, 43, 5, 1178-1181, https://doi.org/10.1021/ie50497a051 . [all data]

Ketelaar, van Velden, et al., 1947
Ketelaar, J.A.A.; van Velden, P.F.; Zalm, P., Vapour Pressures and Heats of Vaporization of cis- and trans-1,2-Dichloroethene, Recl. Trav. Chim. Pays-Bas, 1947, 66, 12, 721-732, https://doi.org/10.1002/recl.19470661202 . [all data]

Craig, Piper, et al., 1971
Craig, N.C.; Piper, L.G.; Wheeler, V.L., Thermodynamics of cis-trans isomerizations. II. The 1-chloro-2-fluoroethylenes, 1,2-difluorocyclopropanes, and related molecules, J. Phys. Chem., 1971, 75, 1453-1460. [all data]

Wood and Stevenson, 1941
Wood, R.E.; Stevenson, D.P., The energy of isomerization of cis- and trans-dichloroethylene, J. Am. Chem. Soc., 1941, 63, 1650-1653. [all data]

Maroney, 1935
Maroney, W., The thermal equilibrium of the cis-trans isomers of dichloroethylene at high temperatures, J. Am. Chem. Soc., 1935, 57, 2397-2398. [all data]

Laursen and Pimentel, 1989
Laursen, S.L.; Pimentel, G.C., Matrix-induced intersystem crossing in the photochemistry of the 1,2-dichloroethenes, J. Phys. Chem., 1989, 93, 2328-2333. [all data]

Levanova, Treger, et al., 1975
Levanova, S.V.; Treger, Yu.A.; Velichko, S.M.; Rozhnov, A.M.; Khlestkov, A.I.; Pisarev, V.V., Liquid-phase hydrochlorination of symmetrical dichloroethylenes, J. Appl. Chem. USSR, 1975, 48, 1628-1631, In original 1574. [all data]

Lake and Thompson, 1970
Lake, R.F.; Thompson, H., Photoelectron spectra of halogenated ethylenes, Proc. Roy. Soc. (London), 1970, A315, 323. [all data]

Jonathan, Ross, et al., 1970
Jonathan, N.; Ross, K.; Tomlinson, V., The photoelectron spectra of dichloroethylenes, Intern. J. Mass Spectrom. Ion Phys., 1970, 4, 51. [all data]

Walsh and Warsop, 1968
Walsh, A.D.; Warsop, P.A., Ultra-violet absorption spectrum of cis-1,2-dichloro ethylene, J. Chem. Soc. Faraday Trans., 1968, 64, 1418. [all data]

Watanabe, Nakayama, et al., 1962
Watanabe, K.; Nakayama, T.; Mottl, J., Ionization potentials of some molecules, J. Quant. Spectry. Radiative Transfer, 1962, 2, 369. [all data]

Momigny, 1960
Momigny, J., Les potentials d'ionisation des dihalogenoethylenes cis et trans, Bull. Classe Sci. Acad. Roy. Belg., 1960, 46, 686. [all data]

Bralsford, Harris, et al., 1960
Bralsford, R.; Harris, P.V.; Price, W.C., The effect of fluorine on the electronic spectra and ionization potentials of molecules, Proc. Roy. Soc. (London), 1960, A258, 459. [all data]

Von Niessen, Asbrink, et al., 1982
Von Niessen, W.; Asbrink, L.; Bieri, G., 30.4 nm He(II) Photoelectron spectra of organic molecules. Part VI. Halogeno-compounds (C,H,X: X = Cl, Br, I), J. Electron Spectrosc. Relat. Phenom., 1982, 26, 173. [all data]

Wittel and Bock, 1974
Wittel, K.; Bock, H., Photoelektronenspekten und molekuleigenschaften. XXVII. Chlor- und bromathylene- beispiele fur anderungen in π- und σ-Systemen, Chem. Ber., 1974, 107, 317. [all data]

Momigny, 1961
Momigny, J., Comportement des dihalogenoethylenes cis et trans sous l'impact electronique, Bull. Soc. Chim. Belges, 1961, 70, 241. [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, References

• Symbols used in this document:
  

  AE	Appearance energy
  Cp,liquid	Constant pressure heat capacity of liquid
  IE (evaluated)	Recommended ionization energy
  Tboil	Boiling point
  Tfus	Fusion (melting) point
  ΔcH°liquid	Enthalpy of combustion of liquid at standard conditions
  ΔfH°gas	Enthalpy of formation of gas at standard conditions
  ΔfH°liquid	Enthalpy of formation of liquid at standard conditions
  ΔrH°	Enthalpy of reaction at standard conditions
  ΔvapH	Enthalpy of vaporization
  ΔvapH°	Enthalpy of vaporization at standard conditions

• Data from NIST Standard Reference Database 69: NIST Chemistry WebBook
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