Methyllithium

Methyllithium is the simplest organolithium reagent, with the empirical formula CH3Li. This s-block organometallic compound adopts an oligomeric structure both in solution and in the solid state. This highly reactive compound, invariably used in solution with an ether as the solvent, is a reagent in organic synthesis as well as organometallic chemistry. Operations involving methyllithium require anhydrous conditions, because the compound is highly reactive toward water. Oxygen and carbon dioxide are also incompatible with MeLi. Methyllithium is usually not prepared, but purchased as a solution in various ethers.

Methyllithium
Names
IUPAC name
Methyllithium
Other names
Lithium methanide
Identifiers
3D model (JSmol)
3587162
ChEBI
ChemSpider
ECHA InfoCard 100.011.843
EC Number
  • 213-026-4
288
  • InChI=1S/CH3.Li/h1H3; Y
    Key: DVSDBMFJEQPWNO-UHFFFAOYSA-N Y
  • [Li]C
Properties
CH3Li
Molar mass 21.98 g·mol−1
Reacts
Hazards
Occupational safety and health (OHS/OSH):
Main hazards
 pyrophoric
NFPA 704 (fire diamond)
3
3
2
W
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
Y verify (what is YN ?)
Infobox references
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