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N-Butyllithium

Close-up of the delocalized bonds between butyl and lithiumNames IUPAC namebutyllithium, tetra-μ3-butyl-tetralithiumOther names 1-lithiobutaneIdentifiers CAS Number109-72-83D model (JSmol)Interactive imageAbbreviations BLNBLBuLin-BuLinBuLiBuLi ChEBICHEBI:51469ChemSpider10254339ECHA InfoCard100.003.363PubChemCID61028UNII09W9A6B8ZCCompTox Dashboard(EPA)DTXSID1026821InChIInChI=1S/C4H9.Li/c1-3-4-2;/h1,3-4H2,2H3;Key: MZRVEZGGRBJDDB-UHFFFAOYSA-NInChI=1/C4H9.Li/c1-3-4-2;/h1,3-4H2,2H3;/rC4H9Li/c1-2-3-4-5/h2-4H2,1H3Key: MZRVEZGGRBJDDB-NESCHKHYAESMILESCCCC[Li]Properties Chemical formulaC4H9LiMolar mass64.06 g·mol Appearance colorless liquidunstableusually obtainedas solution Density0.68 g/cm, solvent defined Melting point−76 °C (−105 °F; 197 K) (<273 K) Boiling point80 C Solubility in waterExothermic decomposition SolubilityEthers such as THF, hydrocarbons Acidity (pKa) 50 (of the conjugate acid) Structure Molecular shapetetrameric in solution Dipole moment0 DHazards Occupational safety and health (OHS/OSH): Main hazardsPyrophoric (spontaneously combusts in air), decomposes to corrosive LiOHNFPA 704 (fire diamond) 343WRelated compounds Related organolithiumreagentssec-butyllithiumtert-butyllithiumhexyllithiummethyllithiumRelated compoundslithium hydroxideExcept where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).Yverify ( ?)

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