High Quality Content by WIKIPEDIA articles! Sodium naphthalenide, also known as sodium naphthalide, is a soluble one-electron reductant employed in organic, organometallic, and inorganic chemistry. 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. It cannot be stored as a solid, so it must be prepared fresh immediately before using it. A one-electron reduction in organic chemistry involves the transfer of an electron from a metal to an organic substrate. It serves to differentiate between true organic reductions and other reductions such as hydride transfer reactions that actually involve two-electron species.

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