Phenylmagnesium bromide

Phenylmagnesium bromide
Names
IUPAC name
Bromido(phenyl)magnesium
Other names
PMB, (bromomagnesio)benzene
Identifiers
3D model (JSmol)
ChEBI
ChemSpider
ECHA InfoCard 100.002.607
EC Number
  • 202-867-2
  • InChI=1S/C6H5.BrH.Mg/c1-2-4-6-5-3-1;;/h1-5H;1H;/q;;+1/p-1 N
    Key: ANRQGKOBLBYXFM-UHFFFAOYSA-M N
  • InChI=1/C6H5.BrH.Mg/c1-2-4-6-5-3-1;;/h1-5H;1H;/q;;+1/p-1/rC6H5BrMg/c7-8-6-4-2-1-3-5-6/h1-5H
    Key: ANRQGKOBLBYXFM-ZAQPMBKGAV
  • Br[Mg]c1ccccc1
Properties
C6H5MgBr
Molar mass 181.315 g·mol−1
Appearance Colorless crystals
Density 1.14 g cm−3
Reacts with water
Solubility 3.0M in diethyl ether, 1.0M in THF, 2.9M in 2-MeTHF
Acidity (pKa) 45 (conjugate acid)
Hazards
Occupational safety and health (OHS/OSH):
Main hazards
Causes severe skin burns and serious eye damage, very flammable, volatile
GHS labelling:
Danger
H225, H314
P210, P233, P240, P241, P242, P243, P260, P264, P280, P301+P330+P331, P303+P361+P353, P304+P340, P305+P351+P338, P310, P321, P363, P370+P378, P403+P235, P405, P501
Flash point −45 °C (−49 °F; 228 K)
Safety data sheet (SDS) External MSDS
Related compounds
Related compounds
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
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Infobox references

Phenylmagnesium bromide, with the simplified formula C6H5MgBr, is an organomagnesium compound. It forms colorless crystals although its solutions generally appear dark. It is commercially available as a solution in diethyl ether or tetrahydrofuran (THF). Phenylmagnesium bromide is a Grignard reagent. It is used as a synthetic equivalent for the phenyl "Ph" synthon.