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.
Wikidata facts
- Mass
- 34.039
Show 2 more facts
- chemical formula
- C₂H₃Li
- canonical SMILES
- [Li]C=C
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Article
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,