Sodium naphthalene

Sodium naphthalene
Names
Preferred IUPAC name
Sodium naphthalenide
Systematic IUPAC name
Sodium naphthalen-1-ide
Other names
sodium naphthalenide, sodium naphthalide
Identifiers
3D model (JSmol)
ChemSpider
ECHA InfoCard 100.020.420 Edit this at Wikidata
EC Number
  • 222-460-3
  • InChI=1S/C10H8.Na/c1-2-6-10-8-4-3-7-9(10)5-1;/h1-8H;/q-1;+1 ☒N
    Key: NCVIXNVCXNGGBW-UHFFFAOYSA-N ☒N
  • InChI=1/C10H8.Na/c1-2-6-10-8-4-3-7-9(10)5-1;/h1-8H;/q-1;+1
    Key: NCVIXNVCXNGGBW-UHFFFAOYAJ
  • c1ccc2=C[CH][CH-]C=c2c1.[Na+]
Properties
Na+[C10H8]
Molar mass 151.164 g·mol−1
Appearance Deep green crystals
Related compounds
Other anions
Lithium naphthalene
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
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Sodium naphthalene is an organic salt with the chemical formula Na+[C10H8]. In the research laboratory, it is used as a reductant in the synthesis of organic, organometallic, and inorganic chemistry. It is usually generated in situ. When isolated, it invariably crystallizes as a solvate with ligands bound to Na+.[1]

  1. ^ Connelly, Neil G.; Geiger, William E. (1996). "Chemical Redox Agents for Organometallic Chemistry". Chemical Reviews. 96 (2): 877–910. doi:10.1021/cr940053x. PMID 11848774.