Structure via PubChem · Public domain (PubChem)
vinyllithium
Sign in to saveVinyllithium is an organolithium compound with the formula LiC2H3. A colorless or white solid, it is encountered mainly as a solution in tetrahydrofuran (THF). It is a reagent in synthesis of organic compounds, especially for vinylations.
In the Vinony graph
Within Vinony's link graph, vinyllithium is referenced by 154 other articles, and connects out to lithium, tourmalines and spodumene.
It is catalogued under topics including Chembox image size set, ECHA InfoCard ID from Wikidata and Organolithium compounds.
Its subject is documented across 5 Wikipedia language editions.
Chemical data
- Formula
- C2H3Li
- Molecular weight
- 34 g/mol
- SMILES
- [Li].C=[CH]
- InChIKey
- PGOLTJPQCISRTO-UHFFFAOYSA-N
- Polar surface area
- 0 Ų
- H-bond donors
- 0
- H-bond acceptors
- 0
- Formal charge
- 0
via PubChem
Wikidata facts
- Subclass of
- chemical compound
- Mass
- 34.039
Show 2 more facts
- chemical formula
- C₂H₃Li
- canonical SMILES
- [Li]C=C
Sources (2)
via Wikidata · CC0
~1 min read
Encyclopedic overview
4 sectionsContents
- Preparation and structure
- Reactions
- Alternative reagents
- References
Vinyllithium is an organolithium compound with the formula LiC2H3. A colorless or white solid, it is encountered mainly as a solution in tetrahydrofuran (THF). It is a reagent in synthesis of organic compounds, especially for vinylations.
==Preparation and structure== Solutions of vinyllithium are prepared by lithium-halogen exchange reactions. A halide-free route entails reaction of tetravinyltin with butyllithium: Sn(CH=CH2)4 + 4 BuLi → SnBu4 + 4 LiCH=CH2 The reaction of ethylene and lithium affords vinyl lithium and lithium hydride, together with other organolithium compounds,
Excerpted from Wikipedia’s “vinyllithium” article, available under the CC BY-SA 4.0 licence.