Allyl bromide

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Allyl bromide
Skeletal formula
Ball-and-stick model
Names
IUPAC name
1-Bromoprop-2-ene
Other names
Allyl bromide, 3-Bromopropene, 3-Bromopropylene, 3-Bromo-1-propene, Bromoallylene, 2-Propenyl bromide, UN 1099
Identifiers
3D model (JSmol)
ChemSpider
ECHA InfoCard 100.003.134 Edit this at Wikidata
EC Number
  • 203-446-6
RTECS number
  • UC7090000
  • InChI=1S/C3H5Br/c1-2-3-4/h2H,1,3H2 checkY
    Key: BHELZAPQIKSEDF-UHFFFAOYSA-N checkY
  • InChI=1/C3H5Br/c1-2-3-4/h2H,1,3H2
    Key: BHELZAPQIKSEDF-UHFFFAOYAI
  • BrCC=C
  • C=CCBr
Properties
C3H5Br
Molar mass 120.99 g/mol
Appearance Clear to light yellow liquid
Density 1.398 g/cm3
Melting point -119 °C
Boiling point 71 °C
Very slightly soluble
Hazards
NFPA 704 (fire diamond)
NFPA 704 four-colored diamondHealth 3: Short exposure could cause serious temporary or residual injury. E.g. chlorine gasFlammability 3: Liquids and solids that can be ignited under almost all ambient temperature conditions. Flash point between 23 and 38 °C (73 and 100 °F). E.g. gasolineInstability 1: Normally stable, but can become unstable at elevated temperatures and pressures. E.g. calciumSpecial hazards (white): no code
3
3
1
Flash point -2 - -1 °C
Explosive limits 4.3 - 7.3 %
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
checkY verify (what is checkY☒N ?)

Allyl bromide (1-bromoprop-2-ene) is an organic halide. Its refractive index is 1.4697 (20 °C, 589 nm). Allyl bromide is an alkylating agent used in synthesis of polymers, pharmaceuticals, allyls and other organic compounds. Physically, allyl bromide is a clear liquid with an intense, acrid, and persistent smell. In addition, allylzinc bromide may be produced by treating this compound with elemental zinc. Unlike most organometallic reagents, which are pyrophoric in air and destroyed by water, allylzinc bromide is stable in aqueous solvents and can attack aldehydes in a Barbier-type reaction, leading to carbon-carbon bond formation.

See also

External links

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