Sec-Butyllithium

sec-Butyllithium
Skeletal formula of sec-butyllithium
Skeletal formula of tetrameric sec-butyllithium
Names
IUPAC name
sec-Butyllithium
Systematic IUPAC name
Butan-2-yllithium
Identifiers
3D model (JSmol)
3587206
ChemSpider
ECHA InfoCard 100.009.026 Edit this at Wikidata
EC Number
  • 209-927-7
UNII
  • InChI=1S/C4H9.Li/c1-3-4-2;/h3H,4H2,1-2H3; checkY
    Key: VATDYQWILMGLEW-UHFFFAOYSA-N checkY
  • InChI=1/C4H9.Li/c1-3-4-2;/h3H,4H2,1-2H3;/rC4H9Li/c1-3-4(2)5/h4H,3H2,1-2H3
    Key: VATDYQWILMGLEW-MHILWDCKAX
  • [Li]C(C)CC
  • CC([Li])CC
Properties
C4H9Li
Molar mass 64.06 g·mol−1
Acidity (pKa) 51
Hazards
Safety data sheet (SDS) Fisher MSDS
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
checkY verify (what is checkY☒N ?)

sec-Butyllithium is an organometallic compound with the formula CH3CHLiCH2CH3, abbreviated sec-BuLi or s-BuLi. This chiral organolithium reagent is used as a source of sec-butyl carbanion in organic synthesis.[1]

  1. ^ Ovaska, T. V. (2001). "s-Butyllithium". Encyclopedia of Reagents for Organic Synthesis. New York: John Wiley & Sons. doi:10.1002/047084289X.rb397. ISBN 0471936235..