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Names | |
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Other names lithium cyclopentadienylide, cyclopentadienyllithium, LiCp | |
Identifiers | |
3D model (JSmol) | |
ECHA InfoCard | 100.156.001![]() |
EC Number |
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Properties | |
C5H5Li | |
Molar mass | 72.04 g·mol−1 |
Appearance | colorless solid |
Density | 1.064 g/cm3 |
decomposition | |
Solubility | THF,dimethoxyethane |
Except where otherwise noted, data are given for materials in theirstandard state (at 25 °C [77 °F], 100 kPa). |
Lithium cyclopentadienide is anorganolithium compound with theformula C5H5Li. The compound is often abbreviated as LiCp, where Cp− is the cyclopentadienide anion. Lithium cyclopentadienide is a colorless solid, although samples often are pink owing to traces of oxidized impurities.
Lithium cyclopentadienide is commercially available as a solution intetrahydrofuran. It is prepared by treatingcyclopentadiene withbutyllithium:[1]
Because lithium cyclopentadienide is usually handled as a solution, the solvent-free solid is rarely encountered. According toX-ray crystallography, LiCp is a "polydecker"sandwich complex, consisting of an infinite chain of alternating Li+ centers sandwiched betweenμ-η5:η5-C5H5 ligands.[2] In the presence of amines or ethers, LiCp gives adducts, e.g. (η5-Cp)Li(TMEDA).[1] LiCp is a common reagent for the preparation ofcyclopentadienyl complexes.