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Lithium cyclopentadienide

Lithium cyclopentadienide is an organolithium compound with the formula 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
Names
Other names
lithium cyclopentadienylide, cyclopentadienyllithium, LiCp
Identifiers
  • 16733-97-4 Y
ECHA InfoCard 100.156.001
  • 14063469
  • DTXSID40555241
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 their standard state (at 25 °C [77 °F], 100 kPa).
Y verify (what is YN ?)

Preparation, structure and reactions edit

Lithium cyclopentadienide is commercially available as a solution in tetrahydrofuran. It is prepared by treating cyclopentadiene with butyllithium:[1]

C5H6 + LiC4H9 → LiC5H5 + C4H10

Because lithium cyclopentadienide is usually handled as a solution, the solvent-free solid is rarely encountered. According to X-ray crystallography, LiCp is a "polydecker" sandwich complex, consisting of an infinite chain of alternating Li+ centers sandwiched between μ-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 of cyclopentadienyl complexes.

See also edit

References edit

  1. ^ a b Reent Michel; Regine Herbst-Irmer; Dietmar Stalke (2011). "Revealing Coordination Patterns in C5-Cyclic Lithium Organics". Organometallics. 30 (16): 4379–4386. doi:10.1021/om200471e.
  2. ^ Robert E. Dinnebier; Ulrich Behrens & Falk Olbrich (1997). "Solid State Structures of Cyclopentadienyllithium, -sodium, and -potassium. Determination by High-Resolution Powder Diffraction". Organometallics. 16 (17): 3855–3858. doi:10.1021/om9700122.

lithium, cyclopentadienide, organolithium, compound, with, formula, c5h5li, compound, often, abbreviated, licp, where, cyclopentadienide, anion, colorless, solid, although, samples, often, pink, owing, traces, oxidized, impurities, names, other, names, lithium. Lithium cyclopentadienide is an organolithium compound with the formula 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 Names Other names lithium cyclopentadienylide cyclopentadienyllithium LiCp Identifiers CAS Number 16733 97 4 Y ECHA InfoCard 100 156 001 PubChem CID 14063469 CompTox Dashboard EPA DTXSID40555241 Properties Chemical formula C 5H 5Li Molar mass 72 04 g mol 1 Appearance colorless solid Density 1 064 g cm3 Solubility in water decomposition Solubility THF dimethoxyethane Except where otherwise noted data are given for materials in their standard state at 25 C 77 F 100 kPa Y verify what is Y N Infobox referencesPreparation structure and reactions editLithium cyclopentadienide is commercially available as a solution in tetrahydrofuran It is prepared by treating cyclopentadiene with butyllithium 1 C5H6 LiC4H9 LiC5H5 C4H10 Because lithium cyclopentadienide is usually handled as a solution the solvent free solid is rarely encountered According to X ray crystallography LiCp is a polydecker sandwich complex consisting of an infinite chain of alternating Li centers sandwiched between m h5 h5 C5H5 ligands 2 In the presence of amines or ethers LiCp gives adducts e g h5 Cp Li TMEDA 1 LiCp is a common reagent for the preparation of cyclopentadienyl complexes See also editSodium cyclopentadienideReferences edit a b Reent Michel Regine Herbst Irmer Dietmar Stalke 2011 Revealing Coordination Patterns in C5 Cyclic Lithium Organics Organometallics 30 16 4379 4386 doi 10 1021 om200471e Robert E Dinnebier Ulrich Behrens amp Falk Olbrich 1997 Solid State Structures of Cyclopentadienyllithium sodium and potassium Determination by High Resolution Powder Diffraction Organometallics 16 17 3855 3858 doi 10 1021 om9700122 Retrieved from https en wikipedia org w index php title Lithium cyclopentadienide amp oldid 1176949902, wikipedia, wiki, book, books, library,

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