Tert-Butyllithium

*tert*-Butyllithium
Names
	Preferred IUPAC name tert-Butyllithium
Identifiers
CAS Number	594-19-4 ;
3D model (JSmol)	Interactive image;
Beilstein Reference	3587204
ChemSpider	10254347 ;
ECHA InfoCard	100.008.939
EC Number	209-831-5;
PubChem CID	638178;
UN number	3394
CompTox Dashboard (EPA)	DTXSID60883457 ;
	InChI InChI=1S/C4H9.Li/c1-4(2)3;/h1-3H3; Key: BKDLGMUIXWPYGD-UHFFFAOYSA-N ;
	SMILES [Li]C(C)(C)C;
Properties
Chemical formula	LiC; 4H; 9
Molar mass	64.055 g mol−1
Appearance	Colorless solid
Density	660 mg cm−3
Boiling point	36 to 40 °C (97 to 104 °F; 309 to 313 K)
Solubility in water	Reacts
Acidity (pKa)	45–53
Hazards
	GHS labelling:
Pictograms
Signal word	Danger
Hazard statements	H225, H250, H260, H300, H304, H310, H314, H330, H336, H411
Precautionary statements	P210, P222, P223, P231+P232, P370+P378, P422
NFPA 704 (fire diamond)	4 4 4 W
Flash point	−6.6 °C (20.1 °F; 266.5 K)
Related compounds
Related compounds	n-Butyllithium; sec-Butyllithium
	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

tert-Butyllithium is a chemical compound with the formula (CH₃)₃CLi. As an organolithium compound, it has applications in organic synthesis since it is a strong base, capable of deprotonating many carbon molecules, including benzene. tert-Butyllithium is available commercially as solutions in hydrocarbons (such as pentane); it is not usually prepared in the laboratory.

Names



Preferred IUPAC name tert-Butyllithium
Identifiers
CAS Number	594-19-4^Y
3D model (JSmol)	Interactive image
Beilstein Reference	3587204
ChemSpider	10254347^Y
ECHA InfoCard	100.008.939
EC Number	209-831-5
PubChem CID	638178
UN number	3394
CompTox Dashboard (EPA)	DTXSID60883457
InChI InChI=1S/C4H9.Li/c1-4(2)3;/h1-3H3;^Y Key: BKDLGMUIXWPYGD-UHFFFAOYSA-N^Y
SMILES [Li]C(C)(C)C
Properties
Chemical formula	LiC ₄H ₉
Molar mass	64.055 g mol⁻¹
Appearance	Colorless solid
Density	660 mg cm⁻³
Boiling point	36 to 40 °C (97 to 104 °F; 309 to 313 K)
Solubility in water	Reacts
Acidity (pK_a)	45–53
Hazards
GHS labelling:
Pictograms
Signal word	Danger
Hazard statements	H225, H250, H260, H300, H304, H310, H314, H330, H336, H411
Precautionary statements	P210, P222, P223, P231+P232, P370+P378, P422
NFPA 704 (fire diamond)	4 4 4 W
Flash point	−6.6 °C (20.1 °F; 266.5 K)
Related compounds
Related compounds	n-Butyllithium sec-Butyllithium
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