| Sodium naphthalenide | |
|---|---|
| Properties | |
| Molecular formula | C10H8Na |
| Molar mass | 151.16 g mol−1 |
| Related compounds | |
| Other anions | Sodium cyclopentadienide |
| Except where noted otherwise, data are given for materials in their standard state (at 25 °C, 100 kPa) | |
| Infobox references | |
Sodium naphthalenide, also known as sodium naphthalide, is a soluble one-electron reductant employed in organic, organometallic, and inorganic chemistry.[1][2] It is prepared by stirring sodium metal with naphthalene in a polar solvent such as tetrahydrofuran or dimethoxyethane, resulting in the formation of a dark green solution.[3][4][5] It cannot be stored as a solid, so it must be prepared fresh immediately before using it.
References
- ^ Ting, Li Chu; Joseph V. Friel (1955). "Reducing Action of Sodium Naphthalide in Tetrahydrofuran Solution. I. The Reduction of Cobalt(II) Chloride". J. Am. Chem. Soc. 77: 5838. doi:.
- ^ Ting, Li Chu; Yu, Shan Chi (1954). "The Magnetic Susceptibilities of Some Aromatic Hydrocarbon Anions". J. Am. Chem. Soc. 76: 3367. doi:.
- ^ Corey, E. J.; Gross, Andrew W. (1993). "tert-Butyl-tert-octylamine". Org. Synth.; Coll. Vol. 8: 93.
- ^ Cotton, F. Albert; Wilkinson, Geoffrey (1988), Advanced Inorganic Chemistry (5th ed.), New York: Wiley-Interscience, p. 139, ISBN 0-471-84997-9
- ^ Greenwood, Norman N.; Earnshaw, A. (1984), Chemistry of the Elements, Oxford: Pergamon, p. 111, ISBN 0-08-022057-6
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