Ethene, chlorotrifluoro-
- Formula: C2ClF3
- Molecular weight: 116.470
- IUPAC Standard InChIKey: UUAGAQFQZIEFAH-UHFFFAOYSA-N
- CAS Registry Number: 79-38-9
- 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: Ethylene, chlorotrifluoro-; Chlorotrifluoroethene; Chlorotrifluoroethylene; CTFE; Genetron 1113; Monochlorotrifluoroethylene; Trifluorochloroethylene; Trifluoromonochloroethylene; Trifluorovinyl Chloride; Trithene; C2F3Cl; 1-Chloro-1,2,2-trifluoroethylene; 2-Chloro-1,1,2-trifluoroethylene; Chlortrifluoraethylen; Daiflon; Ethylene, trifluorochloro-; Fluoroplast 3; Trifluorchlorethylen; 1,1,2-Trifluoro-2-chloroethylene; UN 1082; 1-Chloro-1,2,2-trifluoroethene; Ethene, 1-chloro-1,2,2-trifluoro-
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Gas phase thermochemistry data
Go To: Top, Condensed phase thermochemistry data, Reaction thermochemistry data, Gas phase ion energetics 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
Quantity | Value | Units | Method | Reference | Comment |
---|---|---|---|---|---|
ΔfH°gas | -120.8 ± 1.1 | kcal/mol | Ccr | Erastov and Kolesov, 1982 | see Erastov, Kolesov, et al., 1981 AND Papina, Erastov, et al., 1981 |
ΔfH°gas | -135.0 ± 1.4 | kcal/mol | Cm | Kolesov, Zenkov, et al., 1963 | Reanalyzed by Cox and Pilcher, 1970, Original value = -130.2 ± 1.3 kcal/mol |
ΔfH°gas | -121.9 ± 3.0 | kcal/mol | Ccb | Wartenberg and Schiefer, 1955 | Reanalyzed by Cox and Pilcher, 1970, Original value = -120. kcal/mol |
ΔfH°gas | -126. ± 2. | kcal/mol | Cm | Kirkbride and Davidson, 1954 | Von Wartenberg method |
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:
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 | -124.9 ± 1.1 | kcal/mol | Ccr | Erastov and Kolesov, 1982 | see Erastov, Kolesov, et al., 1981 AND Papina, Erastov, et al., 1981; ALS |
Quantity | Value | Units | Method | Reference | Comment |
ΔcH°liquid | -195.0 ± 0.67 | kcal/mol | Ccr | Erastov and Kolesov, 1982 | see Erastov, Kolesov, et al., 1981 AND Papina, Erastov, et al., 1981; ALS |
Quantity | Value | Units | Method | Reference | Comment |
S°liquid | 52.739 | cal/mol*K | N/A | Oliver, Grisard, et al., 1951 | DH |
Constant pressure heat capacity of liquid
Cp,liquid (cal/mol*K) | Temperature (K) | Reference | Comment |
---|---|---|---|
29.259 | 244.80 | Oliver, Grisard, et al., 1951 | T = 16 to 245 K.; DH |
Reaction thermochemistry data
Go To: Top, Gas phase thermochemistry data, Condensed phase thermochemistry data, Gas phase ion energetics 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: 4Na + C2ClF3 = 2C + ClNa + 3FNa
Quantity | Value | Units | Method | Reference | Comment |
---|---|---|---|---|---|
ΔrH° | -376.7 ± 1.3 | kcal/mol | Cm | Kolesov, Zenkov, et al., 1963 | gas phase; Reanalyzed by Cox and Pilcher, 1970, Original value = -368.8 ± 1.3 kcal/mol |
By formula: 2H2 + C2ClF3 = C2H3F3 + HCl
Quantity | Value | Units | Method | Reference | Comment |
---|---|---|---|---|---|
ΔrH° | -63.98 ± 0.50 | kcal/mol | Chyd | Lacher, Kianpour, et al., 1956 | gas phase; Reanalyzed by Cox and Pilcher, 1970, Original value = -64.92 kcal/mol; At 410 K |
By formula: HBr + C2ClF3 = C2HBrClF3
Quantity | Value | Units | Method | Reference | Comment |
---|---|---|---|---|---|
ΔrH° | -26.07 ± 0.23 | kcal/mol | Cm | Lacher, Lea, et al., 1950 | gas phase; Heat of hydrobromination at 367°K |
By formula: Cl2 + C2ClF3 = C2Cl3F3
Quantity | Value | Units | Method | Reference | Comment |
---|---|---|---|---|---|
ΔrH° | -48.82 ± 0.48 | kcal/mol | Cm | Lacher, McKinley, et al., 1949 | gas phase; Heat of Chlorination at 363 °K |
By formula: Br2 + C2ClF3 = C2Br2ClF3
Quantity | Value | Units | Method | Reference | Comment |
---|---|---|---|---|---|
ΔrH° | -31.61 | kcal/mol | Cm | Lacher, Casali, et al., 1956 | gas phase; Heat of bromination |
By formula: C2Br2ClF3 = Br2 + C2ClF3
Quantity | Value | Units | Method | Reference | Comment |
---|---|---|---|---|---|
ΔrH° | 31.608 | kcal/mol | Cm | Lacher, Casali, et al., 1956 | gas phase |
Gas phase ion energetics data
Go To: Top, Gas phase thermochemistry data, 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 evaluated as indicated in comments:
L - Sharon G. Lias
Data compiled as indicated in comments:
LLK - Sharon G. Lias, Rhoda D. Levin, and Sherif A. Kafafi
RDSH - Henry M. Rosenstock, Keith Draxl, Bruce W. Steiner, and John T. Herron
Quantity | Value | Units | Method | Reference | Comment |
---|---|---|---|---|---|
IE (evaluated) | 9.81 ± 0.03 | eV | N/A | N/A | L |
Ionization energy determinations
IE (eV) | Method | Reference | Comment |
---|---|---|---|
10.6 ± 0.1 | EI | Syrvatka, Gil'burd, et al., 1972 | LLK |
9.76 | S | Scott and Russell, 1972 | LLK |
9.82 | PE | Cullen, Frost, et al., 1972 | LLK |
9.84 | PE | Lake and Thompson, 1970 | RDSH |
10.26 | PE | Wittel and Bock, 1974 | Vertical value; LLK |
Appearance energy determinations
Ion | AE (eV) | Other Products | Method | Reference | Comment |
---|---|---|---|---|---|
CCl+ | 16.9 ± 0.1 | CF3 | EI | Syrvatka, Gil'burd, et al., 1972 | LLK |
CClF+ | 14.9 ± 0.1 | CF | EI | Syrvatka, Gil'burd, et al., 1972 | LLK |
CFCl+ | 15.0 ± 0.1 | CF2 | EI | Syrvatka, Bel'ferman, et al., 1971 | LLK |
CF+ | 16.7 ± 0.1 | CClF2 | EI | Syrvatka, Gil'burd, et al., 1972 | LLK |
C2ClF2+ | 15.9 ± 0.2 | F | EI | Syrvatka, Gil'burd, et al., 1972 | LLK |
C2F3+ | 15.4 ± 0.1 | Cl | EI | Syrvatka, Gil'burd, et al., 1972 | LLK |
References
Go To: Top, Gas phase thermochemistry data, Condensed phase thermochemistry 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.
Erastov and Kolesov, 1982
Erastov, P.A.; Kolesov, V.P.,
Enthalpy of formation of trifluorochloroethene,
J. Chem. Thermodyn., 1982, 14, 103-106. [all data]
Erastov, Kolesov, et al., 1981
Erastov, P.A.; Kolesov, V.P.; Dityateva, L.N.; Golovanova, Yu.G.,
The enthalpy of formation of 1,1,2-trifluoro-1,2,2-trichloroethane,
J. Chem. Thermodyn., 1981, 13, 663-669. [all data]
Papina, Erastov, et al., 1981
Papina, T.S.; Erastov, P.A.; Kolesov, V.P.,
The enthalpies of formation of 1,1,1-trifluoro-2-chloro-2-bromoethane and 1,1,2-trifluoro-2-chloro-1-bromoethane,
J. Chem. Thermodyn., 1981, 13, 683-689. [all data]
Kolesov, Zenkov, et al., 1963
Kolesov, V.P.; Zenkov, I.D.; Skuratov, S.M.,
Standard enthalpy of formation of chlorotrifluoroethylene,
Russ. J. Phys. Chem. (Engl. Transl.), 1963, 37, 115-116. [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]
Wartenberg and Schiefer, 1955
Wartenberg, H.V.; Schiefer, J.,
Bildungswarmen von fluor-chlor-kohlenstoff-verbindungen,
Z. Anorg. Chem., 1955, 278, 326-332. [all data]
Kirkbride and Davidson, 1954
Kirkbride, F.W.; Davidson, F.G.,
Heats of formation of gaseous fluoro- and fluorochloro-carbons,
Nature (London), 1954, 174, 79-80. [all data]
Oliver, Grisard, et al., 1951
Oliver, G.D.; Grisard, J.W.; Cunningham, C.W.,
Thermodynamic properties and P-V-T relations of chlorotrifluoroethylene,
J. Am. Chem. Soc., 1951, 73, 5719-5722. [all data]
Lacher, Kianpour, et al., 1956
Lacher, J.R.; Kianpour, A.; Oetting, F.; Park, J.D.,
Reaction calorimetry. The hydrogenation of organic fluorides and chlorides,
Trans. Faraday Soc., 1956, 52, 1500-1508. [all data]
Lacher, Lea, et al., 1950
Lacher, J.R.; Lea, K.R.; Walden, C.H.; Olson, G.G.; Park, J.D.,
Reaction heats of organic fluorine compounds. III. The vapor phase heats of hydrobromination of some simple fluoroolefins,
J. Am. Chem. Soc., 1950, 72, 3231-3234. [all data]
Lacher, McKinley, et al., 1949
Lacher, J.R.; McKinley, J.J.; Walden, C.; Lea, K.; Park, J.D.,
Reaction heats of organic fluorine compounds. II. The vapor phase heats of chlorination of some simple fluoroolefins,
J. Am. Chem. Soc., 1949, 71, 1334-1337. [all data]
Lacher, Casali, et al., 1956
Lacher, J.R.; Casali, L.; Park, J.D.,
Reaction heats of organic halogen compounds V. The vapor phase bromination of tetrafluoroethylene and trifluorochloroethylene,
J. Phys. Chem., 1956, 60, 608-610. [all data]
Syrvatka, Gil'burd, et al., 1972
Syrvatka, B.G.; Gil'burd, M.M.; Bel'ferman, A.L.,
Mass spectrometric study of chlorofluoro-substituted ethylenes,
J. Org. Chem. USSR, 1972, 8, 1587, In original 1553. [all data]
Scott and Russell, 1972
Scott, J.D.; Russell, B.R.,
Vacuum-ultraviolet spectral studies of several chlorofluoroethylenes,
J. Am. Chem. Soc., 1972, 94, 2634. [all data]
Cullen, Frost, et al., 1972
Cullen, W.R.; Frost, D.C.; Leeder, W.R.,
The ultraviolet and photoelectron spectra of some unsaturated fluorocarbon derivatives,
J. Fluorine Chem., 1972, 1, 227. [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]
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]
Syrvatka, Bel'ferman, et al., 1971
Syrvatka, B.G.; Bel'ferman, A.L.; Gil'burd, M.M.; Moin, F.B.,
Determination of the dissociation energy of the double bond in some fluorochloro-substituted ethylenes and their ions by electron bombardment,
J. Org. Chem. USSR, 1971, 7, 8, In original 9. [all data]
Notes
Go To: Top, Gas phase thermochemistry data, Condensed phase thermochemistry 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 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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