Abstract
[2123-72-0] C4H8Li2 (MW 69.99) InChI = 1S/C4H8.2Li/c1-3-4-2;;/h1-4H2;; InChIKey = BZEZSORUWZUMNU-UHFFFAOYSA-N (converts various functional groups into cyclopentanes and synthetic metallacyclopentane intermediates; useful synthon for preparing α,ω-bifunctional compounds; precursor of other organobimetallic reagents) Alternate Name: 1,4-butanediyldilithium. Solubility: sol ether, THF, hydrocarbons. Form Supplied in: generally prepared in ether and used in solutions which range from 0.5 to 1.2 M. Analysis of Reagent Purity: titration;2, 3 1H NMR: α-CH2 signals at δ −0.8 to −1.1 ppm;4 quenching with chlorotrimethylsilane;2, 3, 5 GLC.6 Preparative Method: see 1,5-Dilithiopentane. Handling, Storage, and Precautions: solutions are highly flammable and must be stored and handled in the absence of proton sources, carbon acids, and oxygen. Flasks and Schlenk tubes should be flushed with dry Ar or N2. At −20 °C, ether solutions have a useful life of 1 to 4 months.5, 7 At higher temperature (∼30 °C), organolithiums react readily with ethers.8
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