Vinyl bromide
- Formula: C2H3Br
- Molecular weight: 106.949
- IUPAC Standard InChI: InChI=1S/C2H3Br/c1-2-3/h2H,1H2
- IUPAC Standard InChIKey: INLLPKCGLOXCIV-UHFFFAOYSA-N
- CAS Registry Number: 593-60-2
- 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. - Other names: Ethene, bromo-; Ethylene, bromo-; Bromoethene; Bromoethylene; C2H3Br; Bromure de vinyle; NCI-C50373; UN 1085; Vinylbromid; Saytex VBR
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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 by: Hussein Y. Afeefy, Joel F. Liebman, and Stephen E. Stein
| Quantity | Value | Units | Method | Reference | Comment |
|---|---|---|---|---|---|
| ΔfH°gas | 18.93 ± 0.46 | kcal/mol | Chyd | Lacher, Kianpour, et al., 1957 | Reanalyzed by Cox and Pilcher, 1970, Original value = 18.68 ± 0.46 kcal/mol |
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: C2H4BrCl = C2H3Br + HCl
| Quantity | Value | Units | Method | Reference | Comment |
|---|---|---|---|---|---|
| ΔrH° | 15.8 ± 0.4 | kcal/mol | Eqk | Busheva, Levanova, et al., 1980 | gas phase; Dehydrohalogenation |
2 +
=
+
By formula: 2H2 + C2H3Br = HBr + C2H6
| Quantity | Value | Units | Method | Reference | Comment |
|---|---|---|---|---|---|
| ΔrH° | -47.61 ± 0.46 | kcal/mol | Chyd | Lacher, Kianpour, et al., 1957 | gas phase |
=
+
By formula: C2H4Br2 = HBr + C2H3Br
| Quantity | Value | Units | Method | Reference | Comment |
|---|---|---|---|---|---|
| ΔrH° | 16.8 ± 0.6 | kcal/mol | Eqk | Levanova, Rozhnov, et al., 1970 | gas phase |
=
+
By formula: C2H4Br2 = HBr + C2H3Br
| Quantity | Value | Units | Method | Reference | Comment |
|---|---|---|---|---|---|
| ΔrH° | 19.1 ± 0.4 | kcal/mol | Eqk | Levanova, Rozhnov, et al., 1970 | 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
RDSH - Henry M. Rosenstock, Keith Draxl, Bruce W. Steiner, and John T. Herron
| Quantity | Value | Units | Method | Reference | Comment |
|---|---|---|---|---|---|
| IE (evaluated) | 9.82 ± 0.03 | eV | N/A | N/A | L |
Ionization energy determinations
| IE (eV) | Method | Reference | Comment |
|---|---|---|---|
| 9.90 ± 0.01 | S | Schander and Russell, 1976 | LLK |
| 9.80 | PE | Lohr, Jochims, et al., 1975 | LLK |
| 9.83 | PE | Mines and Thompson, 1973 | LLK |
| 9.80 ± 0.02 | PE | Chadwick, Frost, et al., 1972 | LLK |
| 9.82 ± 0.02 | PI | Momigny, 1963 | RDSH |
| 9.80 ± 0.01 | PI | Watanabe, Nakayama, et al., 1962 | RDSH |
| 9.80 | PI | Bralsford, Harris, et al., 1960 | RDSH |
| 9.9 | PE | Cambi, Ciullo, et al., 1983 | Vertical value; LBLHLM |
| 9.9 | PE | Von Niessen, Asbrink, et al., 1982 | Vertical value; LBLHLM |
| 9.87 | PE | Wittel and Bock, 1974 | Vertical value; LLK |
Appearance energy determinations
| Ion | AE (eV) | Other Products | Method | Reference | Comment |
|---|---|---|---|---|---|
| HBr+ | 18.2 ± 0.1 | ? | PI | Lohr, Jochims, et al., 1975 | LLK |
| C2H2+ | 12.5 ± 0.2 | HBr | PI | Lohr, Jochims, et al., 1975 | LLK |
| C2H3+ | 11.92 | Br | DER | Miller and Baer, 1984 | T = 0K; LBLHLM |
| C2H3+ | 11.9 ± 0.1 | Br | PI | Lohr, Jochims, et al., 1975 | LLK |
| C2H3+ | 12.01 ± 0.13 | Br | EI | Finney and Harrison, 1972 | LLK |
| C2H3+ | 11.9 | Br | EI | Lossing, 1971 | LLK |
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, custom temperature program
| Column type | Active phase | I | Reference | Comment |
|---|---|---|---|---|
| Capillary | OV-1, SE-30, Methyl silicone, SP-2100, OV-101, DB-1, etc. | 450. | Waggott and Davies, 1984 | Hydrogen; Column length: 50. m; Column diameter: 0.32 mm; Program: not specified |
References
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Data compilation copyright by the U.S. Secretary of Commerce on behalf of the U.S.A. All rights reserved.
Lacher, Kianpour, et al., 1957
Lacher, J.R.; Kianpour, A.; Montgomery, P.; Knedler, H.; Park, J.D.,
Reaction heats of organic halogen compounds. IX. The catalytic hydrogenation of vinyl and perfluorovinyl bromide,
J. Phys. Chem., 1957, 61, 1125-1126. [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]
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]
Levanova, Rozhnov, et al., 1970
Levanova, S.V.; Rozhnov, A.M.; Sedov, S.M.; Starkov, V.Ya.; Manzohos, V.N.,
Equilibrium reactions of dibromoethane,
Izv. Vyssh. Uchebn. Zaved., Khim. Khim. Tekhnol., 1970, 13, 62-65. [all data]
Schander and Russell, 1976
Schander, J.; Russell, B.R.,
Vacuum ultraviolet spectra of bromoethylene and dibromoethylenes,
J. Am. Chem. Soc., 1976, 98, 6900. [all data]
Lohr, Jochims, et al., 1975
Lohr, W.; Jochims, H.-W.; Baumgartel, H.,
Photoreaktionen kleiner organischer Molekule IV Absorptionsspektren, Photoionen- und Resonanz- photoelektronenspektren von Vinylbromid,
Ber. Bunsen-Ges. Phys. Chem., 1975, 79, 901. [all data]
Mines and Thompson, 1973
Mines, G.W.; Thompson, H.W.,
Photoelectron spectra of vinyl and allyl halides,
Spectrochim. Acta Part A, 1973, 29, 1377. [all data]
Chadwick, Frost, et al., 1972
Chadwick, D.; Frost, D.C.; Katrib, A.; McDowell, C.A.; McLean, R.A.N.,
Photoelectron spectra of some bromoethylenes and 2-bromopropene,
Can. J. Chem., 1972, 50, 2642. [all data]
Momigny, 1963
Momigny, J.,
Ionization potentials and the structures of the photo-ionization yield curves of ethylene and its halogeno derivatives,
Nature, 1963, 199, 1179. [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]
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]
Cambi, Ciullo, et al., 1983
Cambi, R.; Ciullo, G.; Sgamellotti, A.; Tarantelli, F.; Fantoni, R.; Giardini-Guidoni, A.; McCarthy, I.E.; di Martino, V.,
An (e,2e) spectroscopic investigation and a Green's Function Study of the ionization of chloro- and bromoethylene,
Chem. Phys. Lett., 1983, 101, 477. [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]
Miller and Baer, 1984
Miller, B.E.; Baer, T.,
Kinetic energy release distribution in the fragmentation of energy-selected vinyl and ethyl bromide ions,
Chem. Phys., 1984, 85, 39. [all data]
Finney and Harrison, 1972
Finney, C.D.; Harrison, A.G.,
A third-derivative method for determining electron-impact onset potentials,
Int. J. Mass Spectrom. Ion Phys., 1972, 9, 221. [all data]
Lossing, 1971
Lossing, F.P.,
Free radicals by mass spectrometry. XLIII. Ionization potentials and ionic heats of formation for vinyl, allyl, and benzyl radicals,
Can. J. Chem., 1971, 49, 357. [all data]
Waggott and Davies, 1984
Waggott, A.; Davies, I.W.,
Identification of organic pollutants using linear temperature programmed retention indices (LTPRIs) - Part II, 1984, retrieved from http://dwi.defra.gov.uk/research/completed-research/reports/dwi0383.pdf. [all data]
Notes
Go To: Top, Gas phase thermochemistry data, Reaction thermochemistry data, Gas phase ion energetics data, Gas Chromatography, References
- Symbols used in this document:
AE Appearance energy IE (evaluated) Recommended ionization energy ΔfH°gas Enthalpy of formation of gas at standard conditions ΔrH° Enthalpy of reaction at standard conditions - Data from NIST Standard Reference Database 69: NIST Chemistry WebBook
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