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
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
Vinyl bromide is listed in List of IARC Group 2A carcinogens as a suspected human carcinogen.
See also
References
- ^ a b c d e 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. ISBN 978-3-527-30673-2.
- ^ 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.
{{cite journal}}
: CS1 maint: multiple names: authors list (link)
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
You must be logged in to post a comment.