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Phenylsodium information


Phenylsodium
Names
IUPAC name
Sodium benzenide
Other names
Sodium benzenide, Sodium phenyl, sodiobenzene
Identifiers
CAS Number
  • 1623-99-0 checkY
3D model (JSmol)
  • Interactive image
Abbreviations NaPh, PhNa
ChemSpider
  • 9183013 checkY
PubChem CID
  • 11007827
UNII
  • SNA8TW8V4T
InChI
  • InChI=1S/C6H5.Na/c1-2-4-6-5-3-1;/h1-5H;/q-1;+1
    Key: KSMWLICLECSXMI-UHFFFAOYSA-N
SMILES
  • [Na]C1=CC=CC=C1
Properties
Chemical formula
C6H5Na
Molar mass 100.096 g·mol−1
Appearance Yellowish-white powder[1]
Solubility in water
Reacts
Solubility Insoluble in hydrocarbons, reacts with ether
Hazards
Occupational safety and health (OHS/OSH):
Main hazards
Corrosive, pyrophoric in air
Related compounds
Related compounds
Phenyllithium, Phenylcopper, Phenylcobalt
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
Infobox references

Phenylsodium C6H5Na 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.[2]

  1. ^ Schlenk, W.; Holtz, Johanna (January 1917). "Über die einfachsten metallorganischen Alkaliverbindungen". Berichte der Deutschen Chemischen Gesellschaft. 50 (1): 262–274. doi:10.1002/cber.19170500142.
  2. ^ Cite error: The named reference DS was invoked but never defined (see the help page).

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Phenylsodium

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Phenylsodium C6H5Na is an organosodium compound. Solid phenylsodium was first isolated by Nef in 1903. Although the behavior of phenylsodium and phenyl...

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Organosodium chemistry

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Structure of the phenylsodium-PMDTA adduct, hydrogen atoms omitted for clarity....

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Organomercury chemistry

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phenylmagnesium bromide. A related preparation entails formation of phenylsodium in the presence of mercury(II) salts. Hg(II) can be alkylated by treatment...

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Sodium tetraphenylborate

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+ NaBPh4 (where Ph = phenyl) A related synthesis involves the use of phenylsodium in place of the Grignard reagent. Unlike smaller counteranions, such...

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Phenylcopper

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reacts with water Related compounds Related compounds phenyllithium, phenylsodium, phenylcobalt Except where otherwise noted, data are given for materials...

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Phenyllithium

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(SDS) External MSDS Related compounds Related compounds phenylcopper, phenylsodium, phenylcobalt Except where otherwise noted, data are given for materials...

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