Vinyl bromide
Vinyl bromide is a simple vinyl halide. It is a colorless liquid. It is produced from ethylene dibromide. It is mainly used as a comonomer to confer fire retardant properties to acrylate polymers.[2]
Names | |
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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 | 100.008.911 |
EC Number |
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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 |
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: | |
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) |
none[1] |
REL (Recommended) |
Ca[1] |
IDLH (Immediate danger) |
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).
Infobox references |
Reactions and applications
It reacts with magnesium to give the corresponding Grignard reagent.[3][4]
Safety precautions
Vinyl bromide is listed in List of IARC Group 2A carcinogens as a suspected human carcinogen.
See also
References
- NIOSH Pocket Guide to Chemical Hazards. "#0657". National Institute for Occupational Safety and Health (NIOSH).
- Dagani, M. J.; Barda, H. J.; Benya, T. J.; Sanders, D. C. "Bromine Compounds". Ullmann's Encyclopedia of Industrial Chemistry. Weinheim: Wiley-VCH. doi:10.1002/14356007.a04_405.
- Dietmar Seyferth (1959). "Di-n-butyldivinyltin". Org. Synth. 39: 10. doi:10.15227/orgsyn.039.0010.
- William J. Scott, G. T. Crisp, J. K. Stille (1990). "Palladium-catalyzed Coupling of Vinyl Triflates with Organostannanes: 4-tert-butyl-1-vinylcyclohexene and 1-(4-tert-butylcyclohexen-1-yl)-2-propen-1-one". Organic Syntheses. 68: 116. doi:10.15227/orgsyn.068.0116.
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External links
- International Chemical Safety Card 0597
- NIOSH Pocket Guide to Chemical Hazards. "#0657". National Institute for Occupational Safety and Health (NIOSH).
- MSDS at Oxford University
- 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
- UV Spectrum and Cross Sections
- 1H NMR spectrum
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