Description

4-Methoxyphenylmagnesium bromide (CAS No. 13139-86-1) is a highly reactive Grignard reagent with the molecular formula C₇H₇BrMgO. This organomagnesium compound is widely used in synthetic organic chemistry for nucleophilic addition reactions, enabling the formation of carbon-carbon bonds. It is typically supplied as a solution in diethyl ether or tetrahydrofuran (THF), ensuring optimal stability and reactivity. With its IUPAC name magnesium;methoxybenzene;bromide, this reagent is essential for constructing complex molecules in pharmaceuticals, agrochemicals, and advanced material synthesis. Proper handling under inert atmospheres (e.g., nitrogen or argon) is critical due to its moisture and air sensitivity. Purity and concentration are rigorously controlled to meet research and industrial standards.

Properties

• CAS Number: 13139-86-1
• Complexity: 145
• IUPAC Name: magnesium;methoxybenzene;bromide
• InChI: InChI=1S/C7H7O.BrH.Mg/c1-8-7-5-3-2-4-6-7;;/h3-6H,1H3;1H;/q-1;;+2/p-1
• InChI Key: RBWRWAUAVRMBAC-UHFFFAOYSA-M
• Exact Mass: 209.95307
• Molecular Formula: C7H7BrMgO
• Molecular Weight: 211.34
• SMILES: COC1=CC=[C-]C=C1.[Mg+2].[Br-]
• Topological: 9.2
• Monoisotopic Mass: 209.95307
• Synonyms: 4-methoxyphenylmagnesium bromide, (4-methoxyphenyl)magnesium bromide, 603-481-0, 13139-86-1, Magnesium, bromo(4-methoxyphenyl)-, magnesium;methoxybenzene;bromide, p-methoxyphenylmagnesium bromide, bromo(4-methoxyphenyl)magnesium, 4-methoxyphenyl magnesium bromide, MFCD00013515, SCHEMBL109480, 4-methoxyphenymagnesium bromide, 4-methoxy phenylmagnesiumbromide, 4-methoxylphenylmagnesium bromide, p-methoxyphenyl magnesium bromide, p-methoxyphenyl-magnesium bromide, 4-methoxy-phenyl-magnesiumbromide, 4-methoxy-phenylmagnesium bromide, 4-methoxyphenyl-magnesium bromide, JKXAZEXIOPFJSC-UHFFFAOYSA-M, 4-methoxy phenyl magnesium bromide, 4-methoxy-phenyl magnesium bromide, 4-(methyloxy)phenylmagnesiumbromide, (4-methoxyphenyl) magnesium bromide, [4-(methyloxy)phenyl]magnesiumbromide, AKOS015888412, 4-Methoxyphenylmagnesium bromide, 0.5M in THF, 4-Methoxyphenylmagnesium bromide, 0.5 M in THF, 4-Methoxyphenylmagnesium bromide 0.5 M in Tetrahydrofuran

Application

4-Methoxyphenylmagnesium bromide is primarily employed in Grignard reactions to introduce the 4-methoxyphenyl group into target molecules. It is used in the synthesis of pharmaceutical intermediates, such as analgesics and antihypertensive agents. Researchers also utilize it to modify aromatic systems in material science and catalysis. Its reactivity makes it valuable for constructing chiral ligands and fine chemicals.

Safety and Hazards

GHS Hazard Statements

• H225 (42.3%): Highly Flammable liquid and vapor [Danger Flammable liquids]
• H314 (98.6%): Causes severe skin burns and eye damage [Danger Skin corrosion/irritation]

Precautionary Statements

• P210, P233, P240, P241, P242, P243, P260, P264, P280, P301+P330+P331, P302+P361+P354, P303+P361+P353, P304+P340, P305+P354+P338, P316, P321, P363, P370+P378, P403+P235, P405, and P501

Hazard Classes and Categories

• Flam. Liq. 2 (42.3%)
• Skin Corr. 1B (98.6%)

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