Vinyl bromide
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| Names | |
|---|---|
| Preferred IUPAC name
Bromoethene | |
| Other names
Vinyl bromide
1-Bromoethene Bromoethylene 1-Bromoethylene Monobromoethene Monobromoethylene | |
| Identifiers | |
3D model (JSmol)
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| ChEBI | |
| ChemSpider | |
| ECHA InfoCard | Lua error in Module:Wikidata at line 880: attempt to index field 'wikibase' (a nil value). Lua error in Module:Wikidata at line 880: attempt to index field 'wikibase' (a nil value).Lua error in Module:EditAtWikidata at line 29: attempt to index field 'wikibase' (a nil value). |
| EC Number |
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| E number | Lua error in Module:Wikidata at line 880: attempt to index field 'wikibase' (a nil value). |
| KEGG | |
PubChem CID
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| RTECS number |
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| UNII | |
| UN number | 1085 |
CompTox Dashboard (EPA)
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| Properties | |
| C2H3Br | |
| Molar mass | 106.95 g/mol |
| Appearance | Colorless gas or liquid |
| Odor | pleasant[1] |
| Density | 1.525 g/cm3 at boiling point (liquid)
1.4933 g/cm3 at 20 °C |
| Melting point | −137.8 °C (−216.0 °F; 135.3 K) |
| Boiling point | 15.8 °C (60.4 °F; 288.9 K) |
| Insoluble | |
| log P | 1.57 |
| Vapor pressure | 206.8 kPa at 37.8 °C |
| Hazards | |
| GHS labelling: | |
| GHS02: FlammableGHS08: Health hazard | |
| Danger | |
| H220, H350 | |
| P201, P202, P210, P281, P308+P313, P377, P381, P403, P405, P501 | |
| NFPA 704 (fire diamond) | |
| Flash point | 5 °C (41 °F; 278 K) |
| 530 °C (986 °F; 803 K) | |
| Explosive limits | 9%-15%[1] |
| NIOSH (US health exposure limits): | |
PEL (Permissible)
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none[1] |
REL (Recommended)
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Ca[1] |
IDLH (Immediate danger)
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N.D.[1] |
| Supplementary data page | |
| Vinyl bromide (data page) | |
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
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Vinyl bromide is the organobromine compound with the formula CH2=CHBr. Classified as a vinyl halide, it is a colorless gas at room temperature. It is used as a reagent and a comonomer.
Synthesis, reactions, and applications
[edit | edit source]It is produced from ethylene dibromide:
- CH2Br−CH2Br → CH2=CHBr + HBr
CH2=CHBr is mainly consumted as a comonomer to confer fire retardant properties to acrylate polymers.[2]
Vinyl bromide reacts with magnesium to give the corresponding Grignard reagent CH2=CHMgBr.[3][4]
Safety precautions
[edit | edit source]Vinyl bromide is listed in List of IARC Group 2A carcinogens as a suspected human carcinogen.
See also
[edit | edit source]References
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External links
[edit | edit source]- International Chemical Safety Card 0597
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- MSDS at Oxford University Archived 2007-10-23 at the Wayback Machine
- MSDS at mathesontrigas.com
- Vinyl bromide at IRIS
- Vinyl bromide at osha.gov
- IARC Summary & Evaluation of vinyl bromide
- Report on Carcinogens Background Document for Vinyl Bromide
- Synthesis of vinyl bromides
- The Kinetics of Pyrolysis of Vinyl Bromide
- UV absorption spectra Archived 2006-10-13 at the Wayback Machine
- UV Spectrum and Cross Sections Archived 2005-11-24 at the Wayback Machine
- 1H NMR spectrum
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