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phenylsodium

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Phenylsodium is an organosodium compound. Solid phenylsodium was first isolated by Nef in 1903. Although the behavior of phenylsodium and phenyl magnesium bromide are similar, the organosodium compound is very rarely used.

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Within Vinony's link graph, phenylsodium is referenced by 160 other articles, and connects out to hydrogen, carbon and sodium.

It is catalogued under topics including Organosodium compounds and Phenyl compounds.

Its subject is documented across 6 Wikipedia language editions.

Wikidata facts

Mass
100.029
Show 3 more facts
canonical SMILES
C1=CC=[C-]C=C1.[Na+]
chemical formula
C₆H₅Na
Commons category
Phenylsodium
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Encyclopedic overview

10 sections
Contents
  • Synthesis
  • [[Transmetalation]]
  • Metal-halogen exchange
  • Lithium exchange
  • Properties and structure
  • Reactions
  • Cross-coupling
  • Metallation
  • See also
  • References

Phenylsodium is an organosodium compound. Solid phenylsodium was first isolated by Nef in 1903. Although the behavior of phenylsodium and phenyl magnesium bromide are similar, the organosodium compound is very rarely used.

==Synthesis== The existence of phenylsodium was originally proposed by August Kekulé after observing the formation of sodium benzoate in the reaction of bromobenzene with sodium under carbon dioxide. ===Transmetalation=== In the original synthesis, diphenylmercury and sodium was shown to yield a suspension of phenylsodium:

Excerpted from Wikipedia’s “phenylsodium” article, available under the CC BY-SA 4.0 licence.

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