Description

4-Biphenylmagnesium bromide (CAS No. 3315-91-1) is a highly reactive Grignard reagent with the molecular formula C₁₂H₉BrMg. This organomagnesium compound is widely utilized in synthetic organic chemistry for nucleophilic addition reactions, coupling processes, and the formation of carbon-carbon bonds. Supplied as a solution in common solvents such as diethyl ether or tetrahydrofuran (THF), it offers exceptional purity and stability for laboratory-scale and industrial applications. Ideal for researchers and scientists, this reagent is rigorously tested to ensure consistency in synthetic workflows, including the preparation of biphenyl derivatives and complex organic frameworks. Store under inert conditions to maintain reactivity and shelf life.

Properties

• CAS Number: 3315-91-1
• Complexity: 218
• IUPAC Name: magnesium;phenylbenzene;bromide
• InChI: InChI=1S/C12H9.BrH.Mg/c1-3-7-11(8-4-1)12-9-5-2-6-10-12;;/h1,3-10H;1H;/q-1;;+2/p-1
• InChI Key: JWQLJPBJNSPKSG-UHFFFAOYSA-M
• Exact Mass: 255.97380
• Molecular Formula: C12H9BrMg
• Molecular Weight: 257.41
• SMILES: C1=CC=C(C=C1)C2=CC=[C-]C=C2.[Mg+2].[Br-]
• Monoisotopic Mass: 255.97380
• Synonyms: 4-Biphenylmagnesium bromide, 3315-91-1, 693-054-5, Magnesium, 4-biphenylylbromo-, magnesium;phenylbenzene;bromide, (p-Biphenylyl)magnesium bromide; 1,1′-Biphenyl-4-ylmagnesium bromide; 4-Biphenylmagnesium bromide, MFCD01311479, 4-PhC6H4MgBr, 4-Biphenyl magnesium bromide, SCHEMBL314213, biphenyl-4-ylmagnesium bromide, 4-phenyl-phenyl magnesium bromide, NACCJOIEZISYCU-UHFFFAOYSA-M, (4-phenyl)phenyl magnesium bromide, AKOS016017916, 4-Biphenylmagnesium bromide, 0.5 M in THF, 4-Biphenylmagnesium bromide 0.5 M in Tetrahydrofuran, 4-Biphenylmagnesium bromide, 0.5M in tetrahydrofuran

Application

4-Biphenylmagnesium bromide is a versatile Grignard reagent used in the synthesis of pharmaceuticals, agrochemicals, and advanced materials. It serves as a key intermediate in cross-coupling reactions, such as Kumada and Negishi couplings, enabling the construction of biaryl systems. Researchers also employ it for nucleophilic additions to carbonyl compounds, yielding secondary and tertiary alcohols. Its reactivity makes it valuable in the development of organic electronic materials and ligands for catalysis.

Safety and Hazards

GHS Hazard Statements

• H314 (100%): Causes severe skin burns and eye damage [Danger Skin corrosion/irritation]

Precautionary Statements

• P260, P264, P280, P301+P330+P331, P302+P361+P354, P304+P340, P305+P354+P338, P316, P321, P363, P405, and P501

Hazard Classes and Categories

• Skin Corr. 1B (100%)

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