Allyl bromide

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Allyl bromide
Skeletal formula
Ball-and-stick model
CAS number 106-95-6 YesY
PubChem 7841
ChemSpider 7553 YesY
EC number 203-446-6
RTECS number UC7090000
Jmol-3D images Image 1
Image 2
Molecular formula C3H5Br
Molar mass 120.99 g/mol
Appearance Clear to light yellow liquid
Density 1.398 g/cm3
Melting point −119 °C (−182 °F; 154 K)
Boiling point 71 °C (160 °F; 344 K)
Solubility in water Very slightly soluble
Refractive index (nD) 1.4697 (20 °C, 589.2 nm)
MSDS MSDS at Oxford University
EU classification Toxic (T), Flammable (F)
R-phrases R11, R25
S-phrases S16, S28A, S29, S33, S36/37, S39, S45
NFPA 704
Flammability code 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., gasoline) Health code 3: Short exposure could cause serious temporary or residual injury. E.g., chlorine gas Reactivity code 1: Normally stable, but can become unstable at elevated temperatures and pressures. E.g., calcium Special hazards (white): no codeNFPA 704 four-colored diamond
Flash point −2 to −1 °C
Autoignition temperature 280 °C (536 °F; 553 K)
Explosive limits 4.3–7.3 %
Except where noted otherwise, data are given for materials in their standard state (at 25 °C (77 °F), 100 kPa)
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Infobox references

Allyl bromide (3-bromopropene) is an organic halide. 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.

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