Lithium naphthalenide
chemical compound
Lithium naphthalenide is an organic salt with the chemical formula Li+[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. Lithium naphthalene crystallizes with ligands bound to Li+. The anion is a well-known example of an organic radical.
Preparation and properties
The compound is prepared by stirring the metallic lithium with naphthalene in an ethereal solvent, usually as tetrahydrofuran or dimethoxyethane. The resulting salt is dark green. The reaction of naphthalene with lithium can be accelerated by sonication. Methods for assaying lithium naphthalene have been developed as well. As a radical, its solutions show a strong EPR signal near g = 2.0.
The public source identifies “Lithium naphthalenide” as chemical compound. This brief keeps that definition visible, then builds a research path around Lithium, naphthalenide and chemical.
Why this record matters
A short description can identify a subject without explaining its stakes. For “Lithium naphthalenide”, the useful work is to connect “chemical compound” to the records capable of establishing context and consequence.
Stable identifiers, scientific names and standards terminology offer the best bridge between this overview and specialist evidence. The source revision retrieved here is dated May 25, 2026. The linked authority identifier is Q55718142. None of the 0 selected statements returned an explicit reference.
Current terminology should not be projected backward without checking the classification used when the underlying evidence was created. The lead is largely declarative, so disagreement and counter-evidence require a deliberate search beyond the opening account. Authority statements aid reconciliation but still require their own references, qualifiers and ranks to be checked.
How to read it
Check terminology, classification and the date of the cited evidence. Scientific names and technical consensus can change while older records retain historical value.
- Current terminology
- Classification context
- Finding cited technical literature
Primary datasets, specimen catalogues, standards bodies and the most recent peer-reviewed literature.
Three-step research path
- Establish the record: confirm the title “Lithium naphthalenide”, its source revision and the description used here.
- Expand the search: follow Lithium naphthalenide primary sources, Lithium naphthalenide archive and Lithium research across catalogues and specialist indexes.
- Test the account: compare the strongest cited source with the responsible institution’s current record and note any disagreement.
Questions for further research
- Which source most directly establishes the central claim about “Lithium naphthalenide”?
- Which observation, specimen, dataset or publication supports the account?
- Has classification or technical consensus changed since the cited source?
Search terms from this dossier
This entry incorporates text from “Lithium naphthalenide” on English Wikipedia. Contributors are listed in the page history. Text is available under the Creative Commons Attribution-ShareAlike 4.0 License. Selected authority identifiers and statements are retrieved from Wikidata under CC0; their references and qualifiers remain part of the verification path.