Ethylene, 1,2-dichloro-, (Z)-
- Formula: C2H2Cl2
- Molecular weight: 96.943
- IUPAC Standard InChIKey: KFUSEUYYWQURPO-UPHRSURJSA-N
- 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:
- 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
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Gas phase thermochemistry data
Go To: Top, Phase change data, Reaction thermochemistry data, Henry's Law 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:
DRB - Donald R. Burgess, Jr.
ALS - Hussein Y. Afeefy, Joel F. Liebman, and Stephen E. Stein
Quantity | Value | Units | Method | Reference | Comment |
---|---|---|---|---|---|
ΔfH°gas | -3. ± 2. | kJ/mol | Review | Manion, 2002 | based on measurements by 1974RLV of equilbrium with 1,1-dichloroethane; DRB |
ΔfH°gas | 4.27 | kJ/mol | Eqk | Rozhnov, Levanova, et al., 1974 | ALS |
ΔfH°gas | 3. | kJ/mol | Cm | Kirkbride, 1956 | Heat of chlorination; ALS |
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
Quantity | Value | Units | Method | Reference | Comment |
---|---|---|---|---|---|
Tboil | 333.5 | K | N/A | Weast and Grasselli, 1989 | BS |
Tboil | 333.5 | K | N/A | Amaya, 1961 | Uncertainty assigned by TRC = 0.4 K; TRC |
Tboil | 333.2 | K | N/A | Andrews and Keefer, 1951 | Uncertainty assigned by TRC = 0.6 K; TRC |
Tboil | 333.5 | K | N/A | Maryott, Hobbs, et al., 1941 | Uncertainty assigned by TRC = 0.3 K; TRC |
Tboil | 333.0 | K | N/A | Awbery and Griffiths, 1936 | Uncertainty assigned by TRC = 2. K; estimate based on distillation curve; TRC |
Quantity | Value | Units | Method | Reference | Comment |
Tfus | 193. | K | N/A | Broers, Ketelaar, et al., 1950 | Crystal phase 1 phase; Uncertainty assigned by TRC = 0.1 K; TRC |
Quantity | Value | Units | Method | Reference | Comment |
ΔvapH° | 31. ± 1. | kJ/mol | Review | Manion, 2002 | adopted Cox and Pilcher, 1970 recommendation plus a correction for non-ideality; DRB |
ΔvapH° | 30.90 | kJ/mol | V | Ketelaar, Van Velden, et al., 1947 | ALS |
Enthalpy of vaporization
ΔvapH (kJ/mol) | Temperature (K) | Method | Reference | Comment |
---|---|---|---|---|
31.8 | 288. | N/A | Ketelaar, van Velden, et al., 2010 | Based on data from 273. to 356. K.; AC |
29.3 | 347. | A | Stephenson and Malanowski, 1987 | Based on data from 332. to 495. K.; AC |
31.5 | 288. | A | Stephenson and Malanowski, 1987 | Based on data from 273. to 334. K. See also Dykyj, 1970.; AC |
31.6 | 307. | N/A | Flom, Alpert, et al., 1951 | Based on data from 292. to 335. K.; AC |
Antoine Equation Parameters
log10(P) = A − (B / (T + C))
P = vapor pressure (bar)
T = temperature (K)
View plot Requires a JavaScript / HTML 5 canvas capable browser.
Temperature (K) | A | B | C | Reference | Comment |
---|---|---|---|---|---|
273.91 to 356.78 | 4.0690 | 1163.729 | -47.174 | Ketelaar, van Velden, et al., 1947 | Coefficents calculated by NIST from author's data. |
Reaction thermochemistry data
Go To: Top, Gas phase thermochemistry data, Phase change data, Henry's Law 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 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
Quantity | Value | Units | Method | Reference | Comment |
---|---|---|---|---|---|
ΔrH° | -2.0 | kJ/mol | Eqk | Rozhnov, Levanova, et al., 1974 | liquid phase; GC |
ΔrH° | -3.0 ± 0.67 | kJ/mol | Eqk | Craig, Piper, et al., 1971 | gas phase |
ΔrH° | 3.03 | kJ/mol | Eqk | Wood and Stevenson, 1941 | gas phase; Heat of isomerization |
ΔrH° | 2.6 | kJ/mol | Eqk | Maroney, 1935 | gas phase; At 300-975 K |
By formula: C2H2Cl2 = C2H2Cl2
Quantity | Value | Units | Method | Reference | Comment |
---|---|---|---|---|---|
ΔrH° | 0.8 | kJ/mol | Kin | Laursen and Pimentel, 1989 | gas phase; Photolysis |
ΔrH° | 1.8 ± 0.4 | kJ/mol | Eqk | Craig, Piper, et al., 1971 | gas phase |
ΔrH° | 1.86 ± 0.084 | kJ/mol | Eqk | Pitzer and Hollenberg, 1954 | liquid phase; Heat of isomerization at 0K |
By formula: C2H2Cl2 = C2H2Cl2
Quantity | Value | Units | Method | Reference | Comment |
---|---|---|---|---|---|
ΔrH° | -5.52 | kJ/mol | Eqk | Rozhnov, Levanova, et al., 1974 | liquid phase; solvent: Dichloromethylene; GC |
By formula: C2H2Cl2 + Cl2 = C2H2Cl4
Quantity | Value | Units | Method | Reference | Comment |
---|---|---|---|---|---|
ΔrH° | -169. | kJ/mol | Cm | Kirkbride, 1956 | liquid phase; Heat of chlorination |
By formula: C2H2Cl2 = H2 + C2Cl2
Quantity | Value | Units | Method | Reference | Comment |
---|---|---|---|---|---|
ΔrH° | 16. | kJ/mol | Kin | Laursen and Pimentel, 1989 | gas phase; Photolysis |
By formula: C2H2Cl2 = C2HCl + HCl
Quantity | Value | Units | Method | Reference | Comment |
---|---|---|---|---|---|
ΔrH° | 9.6 | kJ/mol | Kin | Laursen and Pimentel, 1989 | gas phase; Photolysis |
By formula: C2H2Cl2 = C2H2 + Cl2
Quantity | Value | Units | Method | Reference | Comment |
---|---|---|---|---|---|
ΔrH° | 21. | kJ/mol | Kin | Laursen and Pimentel, 1989 | gas phase; Photolyses |
By formula: C2H2Cl2 + HCl = C2H3Cl3
Quantity | Value | Units | Method | Reference | Comment |
---|---|---|---|---|---|
ΔrH° | -61.1 | kJ/mol | Cm | Levanova, Treger, et al., 1975 | liquid phase |
Henry's Law data
Go To: Top, Gas phase thermochemistry data, Phase change 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 by: Rolf Sander
Henry's Law constant (water solution)
kH(T) = k°H exp(d(ln(kH))/d(1/T) ((1/T) - 1/(298.15 K)))
k°H = Henry's law constant for solubility in water at 298.15 K (mol/(kg*bar))
d(ln(kH))/d(1/T) = Temperature dependence constant (K)
k°H (mol/(kg*bar)) | d(ln(kH))/d(1/T) (K) | Method | Reference | Comment |
---|---|---|---|---|
0.24 | 3900. | L | N/A | |
0.26 | 3400. | X | N/A | |
0.24 | 3800. | M | N/A | |
0.23 | 4000. | X | N/A | |
0.13 | Q | N/A | missing citation give several references for the Henry's law constants but don't assign them to specific species. | |
0.25 | 4200. | X | N/A | |
0.21 | 3100. | X | N/A | |
0.27 | 4200. | M | Gossett, 1987 | |
0.13 | L | N/A | ||
0.22 | 4100. | X | N/A | |
0.13 | V | N/A | ||
0.30 | V | N/A |
References
Go To: Top, Gas phase thermochemistry data, Phase change data, Reaction thermochemistry data, Henry's Law 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]
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
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]
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]
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]
Gossett, 1987
Gossett, J.M.,
Measurement of Henry's Law Constants for C1 and C2 Chlorinated Hydrocarbons,
Environ. Sci. Technol., 1987, 21, 202-208. [all data]
Notes
Go To: Top, Gas phase thermochemistry data, Phase change data, Reaction thermochemistry data, Henry's Law data, References
- Symbols used in this document:
Tboil Boiling point Tfus Fusion (melting) point d(ln(kH))/d(1/T) Temperature dependence parameter for Henry's Law constant k°H Henry's Law constant at 298.15K ΔfH°gas Enthalpy of formation of gas 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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