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CAS 100-58-3

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Phenylmagnesium bromide

Description:
Phenylmagnesium bromide is an organomagnesium compound classified as a Grignard reagent, commonly used in organic synthesis. It appears as a colorless to pale yellow liquid or solid, depending on its form and concentration. This compound is highly reactive, particularly with water and moisture, leading to the release of benzene and the formation of magnesium hydroxide. It is typically prepared by reacting bromobenzene with magnesium metal in an anhydrous ether solvent, such as diethyl ether or tetrahydrofuran. Phenylmagnesium bromide acts as a strong nucleophile, making it valuable for forming carbon-carbon bonds in various reactions, including nucleophilic additions to carbonyl compounds, which can yield alcohols upon hydrolysis. Due to its reactivity, it must be handled under an inert atmosphere to prevent decomposition and unwanted side reactions. Safety precautions are essential, as it can ignite in air and is corrosive to skin and eyes. Overall, phenylmagnesium bromide is a crucial reagent in synthetic organic chemistry, facilitating the construction of complex molecular architectures.
Formula:C6H5BrMg
InChI:InChI=1S/C6H5.BrH.Mg/c1-2-4-6-5-3-1;;/h1-5H;1H;/q;;+1/p-1
InChI key:InChIKey=ANRQGKOBLBYXFM-UHFFFAOYSA-M
SMILES:[Mg](Br)C1=CC=CC=C1
Synonyms:
  • Bromo(Phenyl)Magnesium
  • Bromofenilmagnesio
  • Bromomagnesiobenzene
  • Bromophenylmagnesium
  • Bromphenylmagnesium
  • Magnesium Bromide Benzenide (1:1:1)
  • Magnesium, bromophenyl-
  • Phenyl magnesium bromide
  • Phenylmagnesium bromide
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