Phenylmagnesium bromide

Phenylmagnesium bromide
Names
	IUPAC name Bromido(phenyl)magnesium
	Other names PMB, (bromomagnesio)benzene
Identifiers
CAS Number	100-58-3 ;
3D model (JSmol)	Interactive image;
ChEBI	CHEBI:51238;
ChemSpider	10254417 ;
ECHA InfoCard	100.002.607
EC Number	202-867-2;
PubChem CID	66852;
CompTox Dashboard (EPA)	DTXSID3059214 ;
	InChI InChI=1S/C6H5.BrH.Mg/c1-2-4-6-5-3-1;;/h1-5H;1H;/q;;+1/p-1 Key: ANRQGKOBLBYXFM-UHFFFAOYSA-M ; 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;
	SMILES Br[Mg]c1ccccc1;
Properties
Chemical formula	C6H5MgBr
Molar mass	181.315 g·mol−1
Appearance	Colorless crystals
Density	1.14 g cm−3
Solubility in water	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:
Pictograms
Signal word	Danger
Hazard statements	H225, H314
Precautionary statements	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	Phenyllithium; Magnesium bromide; Methylmagnesium chloride; Dibutylmagnesium;
	Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa). verify (what is ?) Infobox references

Phenylmagnesium bromide, with the simplified formula C₆H₅Mg Br, is a magnesium-containing organometallic compound. It forms colorless crystals. It is commercially available as a solution in diethyl ether or tetrahydrofuran (THF). Phenylmagnesium bromide is a Grignard reagent. It is often used as a synthetic equivalent for the phenyl "Ph⁻" synthon.