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phenyllithium

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phenyllithium

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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.

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Vinony's link graph records 193 inbound references to phenyllithium, and connects out to lithium, tourmalines and spodumene.

Vinony files it under Chembox having GHS data, ECHA InfoCard ID from Wikidata and GHS warnings.

Vinony links it to 20 Wikipedia language editions.

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

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Wikidata facts

Has part
hydrogen
Mass
84.05512971
Show 3 more facts
canonical SMILES
[Li]c1ccccc1
chemical formula
LiC₆H₅
Commons category
Phenyllithium
Sources (3)

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Encyclopedic overview

4 sections
Contents
  • 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:

Excerpted from Wikipedia’s “phenyllithium” article, available under the CC BY-SA 4.0 licence.

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