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
CAS Number	598-30-1 ;
3D model (JSmol)	Interactive image; Interactive image;
Beilstein Reference	3587206
ChemSpider	10254345 ;
ECHA InfoCard	100.009.026
EC Number	209-927-7;
PubChem CID	102446;
UNII	5YV3GII1TB ;
CompTox Dashboard (EPA)	DTXSID80883459 ;
	InChI InChI=1S/C4H9.Li/c1-3-4-2;/h3H,4H2,1-2H3; Key: VATDYQWILMGLEW-UHFFFAOYSA-N ; 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;
	SMILES [Li]C(C)CC; CC([Li])CC;
Properties
Chemical formula	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). verify (what is ?) Infobox references

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]

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

Names
Skeletal formula of sec-butyllithium
Skeletal formula of tetrameric sec-butyllithium
IUPAC name sec-Butyllithium
Systematic IUPAC name Butan-2-yllithium
Identifiers
CAS Number	598-30-1^Y
3D model (JSmol)	Interactive image Interactive image
Beilstein Reference	3587206
ChemSpider	10254345^Y
ECHA InfoCard	100.009.026
EC Number	209-927-7
PubChem CID	102446
UNII	5YV3GII1TB^Y
CompTox Dashboard (EPA)	DTXSID80883459
InChI InChI=1S/C4H9.Li/c1-3-4-2;/h3H,4H2,1-2H3;^Y Key: VATDYQWILMGLEW-UHFFFAOYSA-N^Y 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
SMILES [Li]C(C)CC CC([Li])CC
Properties
Chemical formula	C₄H₉Li
Molar mass	64.06 g·mol⁻¹
Acidity (pK_a)	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). Y verify (what is ^YN ?) Infobox references