(Z)-1,2-Difluoroethylene
- Formula: C2H2F2
- Molecular weight: 64.0341
- IUPAC Standard InChI: InChI=1S/C2H2F2/c3-1-2-4/h1-2H/b2-1-
- IUPAC Standard InChIKey: WFLOTYSKFUPZQB-UPHRSURJSA-N
- CAS Registry Number: 1630-77-9
- 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: Ethene, 1,2-difluoro-, (Z)-
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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
C2H2F2 =
By formula: C2H2F2 = C2H2F2
| Quantity | Value | Units | Method | Reference | Comment |
|---|---|---|---|---|---|
| ΔrH° | -1.08 ± 0.12 | kcal/mol | Eqk | Craig, Piper, et al., 1971 | gas phase |
= C2H2F2
By formula: C2H2F2 = C2H2F2
| Quantity | Value | Units | Method | Reference | Comment |
|---|---|---|---|---|---|
| ΔrH° | 0.93 | kcal/mol | Eqk | Craig and Entemann, 1961 | gas phase |
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
View reactions leading to C2H2F2+ (ion structure unspecified)
| Quantity | Value | Units | Method | Reference | Comment |
|---|---|---|---|---|---|
| IE (evaluated) | 10.2 | eV | N/A | N/A | L |
Ionization energy determinations
| IE (eV) | Method | Reference | Comment |
|---|---|---|---|
| 10.20 | PI | Frenking, Koch, et al., 1984 | LBLHLM |
| 10.1 | PE | Maier and Thommen, 1981 | LLK |
| 10.23 ± 0.02 | PE | Bieri, Niessen, et al., 1981 | LLK |
| 10.20 ± 0.02 | PI | Jochims, Lohr, et al., 1979 | LLK |
| 10.23 | PE | Sell, Mintz, et al., 1978 | LLK |
| 10.62 ± 0.02 | PE | Bieri, Niessen, et al., 1981 | Vertical value; LLK |
| 10.44 ± 0.02 | PE | Sell and Kuppermann, 1979 | Vertical value; LLK |
| 10.41 ± 0.02 | PE | Jochims, Lohr, et al., 1979 | Vertical value; LLK |
| 10.43 | PE | Brundle, Robin, et al., 1972 | Vertical value; LLK |
Appearance energy determinations
| Ion | AE (eV) | Other Products | Method | Reference | Comment |
|---|---|---|---|---|---|
| CF+ | 14.50 | CH2F | PI | Frenking, Koch, et al., 1984 | LBLHLM |
| CF+ | 14.4 ± 0.1 | ? | PI | Stadelmann and Vogt, 1980 | LLK |
| CF+ | 14.50 ± 0.03 | CH2F | PI | Jochims, Lohr, et al., 1979 | LLK |
| CHF+ | 18.1 ± 0.2 | CHF | PI | Stadelmann and Vogt, 1980 | LLK |
| CH2F+ | 14.40 | CF | PI | Frenking, Koch, et al., 1984 | LBLHLM |
| CH2F+ | 14.3 ± 0.1 | CF | PI | Stadelmann and Vogt, 1980 | LLK |
| CH2F+ | 14.40 ± 0.08 | CF | PI | Jochims, Lohr, et al., 1979 | LLK |
| C2HF+ | 13.75 | HF | PI | Frenking, Koch, et al., 1984 | LBLHLM |
| C2HF+ | 13.75 ± 0.03 | HF | PI | Jochims, Lohr, et al., 1979 | LLK |
| C2HF2+ | 14.9 ± 0.2 | H | PI | Stadelmann and Vogt, 1980 | LLK |
| C2H2+ | 18.4 ± 0.2 | ? | PI | Stadelmann and Vogt, 1980 | LLK |
| C2H2F+ | 14.00 | F | PI | Frenking, Koch, et al., 1984 | LBLHLM |
| C2H2F+ | 13.9 ± 0.1 | F | PI | Stadelmann and Vogt, 1980 | LLK |
| C2H2F+ | 14.00 ± 0.03 | F | PI | Jochims, Lohr, et al., 1979 | LLK |
Vibrational and/or electronic energy levels
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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: Takehiko Shimanouchi
Symmetry: C2ν Symmetry Number σ = 2
| Sym. | No | Approximate | Selected Freq. | Infrared | Raman | Comments | ||||
|---|---|---|---|---|---|---|---|---|---|---|
| Species | type of mode | Value | Rating | Value | Phase | Value | Phase | |||
| a1 | 1 | CH str | 3135 | D | 3135 W | gas | SF(ν8) | |||
| a1 | 2 | CC str | 1715 | C | 1715 S | gas | ||||
| a1 | 3 | CH bend | 1266 | C | 1266 S | gas | ||||
| a1 | 4 | CF str | 1014 | C | 1014 S | gas | ||||
| a1 | 5 | CCF deform | 255 | D | 255 W | gas | ||||
| a2 | 6 | CH bend | 866 | E | ia | CF ( )From product rule | ||||
| a2 | 7 | Torsion | 482 | E | ia | CF ( )Calculated by assuming ?/? | ||||
| b1 | 8 | CH str | 3135 | D | 3135 W | gas | SF(ν1) | |||
| b1 | 9 | CH bend | 1376 | C | 1376 S | gas | ||||
| b1 | 10 | CF str | 1127 | C | 1127 VS | gas | ||||
| b1 | 11 | CCF deform | 768 | B | 768 S | gas | ||||
| b2 | 12 | CH bend | 756 | B | 756 S | gas | ||||
Source: Shimanouchi, 1972
Notes
| VS | Very strong |
| S | Strong |
| W | Weak |
| ia | Inactive |
| CF | Calculated frequency |
| SF | Calculation shows that the frequency approximately equals that of the vibration indicated in the parentheses. |
| B | 1~3 cm-1 uncertainty |
| C | 3~6 cm-1 uncertainty |
| D | 6~15 cm-1 uncertainty |
| E | 15~30 cm-1 uncertainty |
Gas Chromatography
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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: NIST Mass Spectrometry Data Center, William E. Wallace, director
Normal alkane RI, non-polar column, temperature ramp
| Column type | Active phase | I | Reference | Comment |
|---|---|---|---|---|
| Capillary | OV-101 | 263. | Zenkevich, 2005 | 25. m/0.20 mm/0.10 μm, N2/He, 6. K/min; Tstart: 50. C; Tend: 250. C |
References
Go To: Top, Reaction thermochemistry data, Gas phase ion energetics data, Vibrational and/or electronic energy levels, Gas Chromatography, NIST Free Links, Notes
Data compilation copyright by the U.S. Secretary of Commerce on behalf of the U.S.A. All rights reserved.
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]
Craig and Entemann, 1961
Craig, N.C.; Entemann, E.A.,
Thermodynamics of cis-trans isomerizations. The 1,2-difluoroethylenes,
J. Am. Chem. Soc., 1961, 83, 3047-3050. [all data]
Frenking, Koch, et al., 1984
Frenking, G.; Koch, W.; Schaale, M.; Baumgartel, H.,
The unimolecular decay of difluoroethene cations. An experimental and quantum-chemical study,
Int. J. Mass Spectrom. Ion Phys., 1984, 61, 305. [all data]
Maier and Thommen, 1981
Maier, J.P.; Thommen, F.,
Photoelectron-photon coincidence measurements of the fluorescence quantum yields of cis-1,2-difluoroethylene cation in selected levels of the A2A1 State,
J. Chem. Soc. Faraday Trans. 2, 1981, 77, 845. [all data]
Bieri, Niessen, et al., 1981
Bieri, G.; Niessen, W.V.; Asbrink, L.; Svensson, A.,
The He(II) photoelectron spectra of the fluorosubstituted ethylenes and their analysis by the green's function method,
Chem. Phys., 1981, 60, 61. [all data]
Jochims, Lohr, et al., 1979
Jochims, H.-W.; Lohr, W.; Baumgartel, H.,
Photoreactions of small organic molecules. VI. Photoionization processes of difluoroethylenes,
Nouv. J. Chim., 1979, 3, 109. [all data]
Sell, Mintz, et al., 1978
Sell, J.A.; Mintz, D.M.; Kupperman, A.,
Photoelectron angular distributions of carbon-carbon π electrons in ethylene, benzene, and their fluorinated derivatives,
Chem. Phys. Lett., 1978, 58, 601. [all data]
Sell and Kuppermann, 1979
Sell, J.A.; Kuppermann, A.,
Variable angle photoelectron spectroscopy of the fluoroethylenes,
J. Chem. Phys., 1979, 71, 4703. [all data]
Brundle, Robin, et al., 1972
Brundle, C.R.; Robin, M.B.; Kuebler, N.A.; Basch, H.,
Perfluoro effect in photoelectron spectroscopy. I. Nonaromatic molecules,
J. Am. Chem. Soc., 1972, 94, 1451. [all data]
Stadelmann and Vogt, 1980
Stadelmann, J.P.; Vogt, J.,
A photoelectron-photoion coincidence study of cis- and trans- difluoroethene,
Int. J. Mass Spectrom. Ion Phys., 1980, 35, 83. [all data]
Shimanouchi, 1972
Shimanouchi, T.,
Tables of Molecular Vibrational Frequencies Consolidated Volume I, National Bureau of Standards, 1972, 1-160. [all data]
Zenkevich, 2005
Zenkevich, I.G.,
Experimentally measured retention indices., 2005. [all data]
Notes
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- Symbols used in this document:
AE Appearance energy IE (evaluated) Recommended ionization energy ΔrH° Enthalpy of reaction at standard conditions - Data from NIST Standard Reference Database 69: NIST Chemistry WebBook
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