Organolithium

Organolithium compounds, strong bases and nucleophiles, gained outstanding importance as key intermediates and powerful reagents in organic synthesis, such as the formation of chiral 2-substituted piperidines. Therefore, since the discovery by Schlenk and Holtz, lithiation chemistry has grown into a well established technique also receiving attention in modern industrial synthesis. The butyllithium isomers n-butyllithium, chiral sec-butyllithium, and t-butyllithium are widely used in organic synthesis respectively as a polymerization initiator, a source of sec-butyl carbanions, and as a strong base in Grignard reactions. Highly stereochemically enriched organolithium compounds are versatile and sought-after synthetic intermediates in stereoselective syntheses.

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316768 Methyllithium lithium iodide complex 1.0 M in diethyl ether Alkyl
CH3ILi2
372080 Methyl-d3-lithium, as complex with lithium iodide solution 0.5 M in diethyl ether, 99 atom % D Alkyl
CD3Li · LiI
186201 Methyllithium lithium bromide complex solution 1.5 M in diethyl ether Alkyl
CH3Li · BrLi
514330 Methyllithium solution 3.0 M in diethoxymethane Alkyl
CH3Li
197343 Methyllithium solution 1.6 M in diethyl ether Alkyl
CH3Li
710873 Methyllithium solution 3% in 2-Methyltetrahydrofuran/cumene Green Alternative Alkyl
CH3Li
561452 Ethyllithium solution 0.5 M in benzene: cyclohexane Alkyl
C2H5Li
529745 Isopropyllithium solution 0.7 M in pentane Alkyl
C3H7Li
332747 2-Thienyllithium solution 1.0 M in THF/hexanes Others
C4H3LiS
58565 Isobutyllithium solution technical, ~16% in heptane (~1.7 M) Alkyl
C4H9Li
302120 n-Butyllithium solution 2.0 M in cyclohexane Alkyl
C4H9Li
20159 n-Butyllithium solution 2.7 M in heptane Alkyl
C4H9Li
230715 n-Butyllithium solution 11.0 M in hexanes Alkyl
C4H9Li
230707 n-Butyllithium solution 2.5 M in hexanes Alkyl
C4H9Li
186171 n-Butyllithium solution 1.6 M in hexanes Alkyl
C4H9Li
302104 n-Butyllithium solution 2.0 M in pentane Alkyl
C4H9Li
20160 n-Butyllithium solution ~1.6 M in hexanes Alkyl
C4H9Li
20164 n-Butyllithium solution 2.5 M in toluene, technical grade Alkyl
C4H9Li
195596 sec-Butyllithium solution 1.4 M in cyclohexane Alkyl
C4H9Li
94439 tert-Butyllithium solution 1.6-3.2 M in heptane Alkyl
C4H9Li
186198 tert-Butyllithium solution 1.7 M in pentane Alkyl
C4H9Li
20190 tert-Butyllithium solution technical, ~1.7 M in pentane Alkyl
C4H9Li
62400 Lithium acetylide ethylenediamine complex technical, ≥90% (T) Alkynyl
C4H9LiN2
186155 Lithium acetylide, ethylenediamine complex 90% Alkynyl
C4H9LiN2
475130 Lithium acetylide, ethylenediamine complex 25 wt. % slurry in toluene Alkynyl
C4H9LiN2
297054 (Trimethylsilyl)methyllithium solution 1.0 M in pentane Alkyl
C4H11LiSi
303348 Cyclopentadienyllithium 97% Others
C5H5Li
335452 Lithium (trimethylsilyl)acetylide solution 0.5 M in THF Alkynyl
C5H9LiSi
593230 Phenyllithium solution 1.8 M in dibutyl ether Aryl
C6H5Li
468568 Hexyllithium solution 2.3 M in hexane Alkyl
C6H13Li
340677 Lithium phenylacetylide solution 1.0 M in THF Alkynyl
C8H5Li
639362 2-(Ethylhexyl)lithium solution 30-35 wt. % in heptane Alkyl
C8H17Li
479438 Lithium tetramethylcyclopentadienide Others
C9H13Li
462306 Lithium pentamethylcyclopentadienide Others
C10H15Li
689327 Titration solution for quantitative analysis of butyllithium 2-propanol solution in toluene with 0.2% 1,10-phenanthroline Alkyl
C12H8N2