Ethane, 1,1-dichloro-
- Formula: C2H4Cl2
- Molecular weight: 98.959
- IUPAC Standard InChI: InChI=1S/C2H4Cl2/c1-2(3)4/h2H,1H3
- IUPAC Standard InChIKey: SCYULBFZEHDVBN-UHFFFAOYSA-N
- CAS Registry Number: 75-34-3
- 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: Ethylidene chloride; Ethylidene dichloride; 1,1-Dichloroethane; CH3CHCl2; Dichloromethylmethane; Aethylidenchlorid; Chlorure d'ethylidene; Cloruro di etilidene; 1,1-Dichloorethaan; 1,1-Dichloraethan; 1,1-Dichlorethane; 1,1-Dicloroetano; NCI-C04535; Rcra waste number U076; UN 2362; Assymmetrical Dichloroethane
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Gas phase thermochemistry data
Go To: Top, Condensed phase thermochemistry 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 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 | -31.67 ± 0.84 | kcal/mol | Review | Manion, 2002 | employed hydrochlorination equilibrium measurements of Levanova, Treger, et al., 1976 with increased uncertainty to reflect other data; DRB |
| ΔfH°gas | -30.50 ± 0.27 | kcal/mol | Chyd | Lacher, Amador, et al., 1967 | Reanalyzed by Cox and Pilcher, 1970, Original value = -30.7 ± 0.27 kcal/mol; At 250C; ALS |
Condensed phase thermochemistry data
Go To: Top, Gas phase thermochemistry 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 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
| Quantity | Value | Units | Method | Reference | Comment |
|---|---|---|---|---|---|
| ΔfH°liquid | -39.03 ± 0.84 | kcal/mol | Review | Manion, 2002 | derived from recommended ΔfHgas° and ΔvapH°; DRB |
| Quantity | Value | Units | Method | Reference | Comment |
| ΔcH°liquid | -298.0 ± 2.0 | kcal/mol | Ccb | Smith, Bjellerup, et al., 1953 | Reanalyzed by Cox and Pilcher, 1970, Original value = -297. ± 2. kcal/mol; ALS |
| Quantity | Value | Units | Method | Reference | Comment |
| S°liquid | 50.609 | cal/mol*K | N/A | Li and Pitzer, 1956 | DH |
Constant pressure heat capacity of liquid
| Cp,liquid (cal/mol*K) | Temperature (K) | Reference | Comment |
|---|---|---|---|
| 30.179 | 298.15 | Li and Pitzer, 1956 | T = 14 to 294 K.; DH |
| 30.40 | 298. | Kurbatov, 1948 | T = -51 to 55°C, mean Cp, four temperatures.; DH |
| 28.90 | 298. | von Reis, 1881 | T = 287 to 344 K.; DH |
Reaction thermochemistry data
Go To: Top, Gas phase thermochemistry data, Condensed phase 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: 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
2 +
=
+ 2
By formula: 2H2 + C2H4Cl2 = C2H6 + 2HCl
| Quantity | Value | Units | Method | Reference | Comment |
|---|---|---|---|---|---|
| ΔrH° | -33.66 ± 0.25 | kcal/mol | Chyd | Lacher, Amador, et al., 1967 | gas phase; Reanalyzed by Cox and Pilcher, 1970, Original value = -34.65 ± 0.12 kcal/mol; At 250C |
=
+
By formula: C2H4Cl2 = C2H3Cl + HCl
| Quantity | Value | Units | Method | Reference | Comment |
|---|---|---|---|---|---|
| ΔrH° | 17.8 | kcal/mol | Eqk | Levanova, Bushneva, et al., 1979 | liquid phase |
| ΔrH° | 14.8 | kcal/mol | Eqk | Levanova, Bushneva, et al., 1979 | gas phase |
2 =
+
By formula: 2C2H4BrCl = C2H4Br2 + C2H4Cl2
| Quantity | Value | Units | Method | Reference | Comment |
|---|---|---|---|---|---|
| ΔrH° | 1.9 ± 0.1 | kcal/mol | Eqk | Busheva, Levanova, et al., 1980 | gas phase; Dehydrohalogenation |
=
By formula: C2H4Cl2 = C2H4Cl2
| Quantity | Value | Units | Method | Reference | Comment |
|---|---|---|---|---|---|
| ΔrH° | -2.30 ± 0.33 | kcal/mol | Eqk | Rozhnov, 1968 | gas phase; Heat of isomerization at 385 K |
+
=
By formula: C2H3Cl + HCl = C2H4Cl2
| Quantity | Value | Units | Method | Reference | Comment |
|---|---|---|---|---|---|
| ΔrH° | -22.15 | kcal/mol | Eqk | Levanova, Treger, et al., 1976 | gas phase |
References
Go To: Top, Gas phase thermochemistry data, Condensed phase thermochemistry data, Reaction thermochemistry 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]
Levanova, Treger, et al., 1976
Levanova, S.V.; Treger, Yu.A.; Velichko, S.M.; Rozhnov, A.M.,
Equilibria in the reactions of vinyl chloride,
Russ. J. Phys. Chem. (Engl. Transl.), 1976, 50, 1148. [all data]
Lacher, Amador, et al., 1967
Lacher, J.R.; Amador, A.; Park, J.D.,
Reaction heats of organic compounds. Part 5.-Heats of hydrogenation of dichloromethane, 1,1- and 1,2-dichloroethane and 1,2-dichloropropane,
Trans. Faraday Soc., 1967, 63, 1608-1611. [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]
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]
Li and Pitzer, 1956
Li, J.C.M.; Pitzer, K.S.,
The thermodynamic properties of 1,1-dichloroethane: heat capacities from 14 to 294 K., heats of fusion and vaporization, vapor pressure and entropy of the ideal gas. The barrier to internal rotation,
J. Am. Chem. Soc., 1956, 78, 1077-1080. [all data]
Kurbatov, 1948
Kurbatov, V.Ya.,
Heat capacity of liquids. 2. Heat capacity and the temperature dependence of heat capacity from halogen derivatives of acylic hydrocarbons,
Zh. Obshch. Kim., 1948, 18, 372-389. [all data]
von Reis, 1881
von Reis, M.A.,
Die specifische Wärme flüssiger organischer Verbindungen und ihre Beziehung zu deren Moleculargewicht,
Ann. Physik [3], 1881, 13, 447-464. [all data]
Levanova, Bushneva, et al., 1979
Levanova, s.V.; Bushneva, I.I.; Rodova, R.M.; Rozhnov, A.M.; Treger, Yu.A.; Aprelkin, A.S.,
Thermodynamic stability of chloroethanes in dehydrochlorination reactions,
J. Appl. Chem. USSR, 1979, 52, 1439-1442. [all data]
Busheva, Levanova, et al., 1980
Busheva, L.I.; Levanova, S.V.; Rodova, R.M.; Rozhnov, A.M.,
Thermocatalytic reactions of 1,1-bromochloroethane,
Russ. J. Phys. Chem. (Engl. Transl.), 1980, 54, 1403-1404. [all data]
Rozhnov, 1968
Rozhnov, A.M.,
Equilibrium of dichloroethane isomerization,
Neftekhimiya, 1968, 8, 431-434. [all data]
Notes
Go To: Top, Gas phase thermochemistry data, Condensed phase thermochemistry data, Reaction thermochemistry data, References
- Symbols used in this document:
Cp,liquid Constant pressure heat capacity of liquid S°liquid Entropy of liquid at standard conditions 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 - Data from NIST Standard Reference Database 69: NIST Chemistry WebBook
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