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phenyllithium
Sign in to savePhenyllithium is an organometallic agent with the empirical formula . It is most commonly used as a metalating agent in organic syntheses and a substitute for Grignard reagents for introducing phenyl groups in organic syntheses. Crystalline phenyllithium is colorless; however, solutions of phenyllithium are various shades of brown or red depending on the solvent used and the impurities present in the solute.
Chemical data
- Formula
- C6H5Li
- Molecular weight
- 84.1 g/mol
- SMILES
- [Li].C1=CC=[C]C=C1
- InChIKey
- NHKJPPKXDNZFBJ-UHFFFAOYSA-N
- Polar surface area
- 0 Ų
- H-bond donors
- 0
- H-bond acceptors
- 0
- Formal charge
- 0
via PubChem
Wikidata facts
- Mass
- 84.05512971
Show 3 more facts
- canonical SMILES
- [Li]c1ccccc1
- chemical formula
- LiC₆H₅
- Commons category
- Phenyllithium
via Wikidata · CC0
~3 min read
Article
4 sectionsContents
- Preparation
- Reactions
- Structure and properties
- References
Phenyllithium is an organometallic agent with the empirical formula . It is most commonly used as a metalating agent in organic syntheses and a substitute for Grignard reagents for introducing phenyl groups in organic syntheses. Crystalline phenyllithium is colorless; however, solutions of phenyllithium are various shades of brown or red depending on the solvent used and the impurities present in the solute.
==Preparation== Phenyllithium was first produced by the reaction of lithium metal with diphenylmercury: