Tert-Butyllithium

tert-Butyllithium
Skeletal formula of tert-butyllithium with all implicit hydrogens shown, and partial charges added
Names
Preferred IUPAC name
tert-Butyllithium[citation needed]
Identifiers
3D model (JSmol)
3587204
ChemSpider
ECHA InfoCard 100.008.939 Edit this at Wikidata
EC Number
  • 209-831-5
UN number 3394
  • InChI=1S/C4H9.Li/c1-4(2)3;/h1-3H3; checkY
    Key: BKDLGMUIXWPYGD-UHFFFAOYSA-N checkY
  • [Li]C(C)(C)C
Properties
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)
Reacts
Acidity (pKa) 45–53
Hazards
GHS labelling:
GHS02: Flammable GHS05: Corrosive GHS07: Exclamation mark GHS08: Health hazard GHS09: Environmental hazard
Danger
H225, H250, H260, H300, H304, H310, H314, H330, H336, H411
P210, P222, P223, P231+P232, P370+P378, P422
NFPA 704 (fire diamond)
NFPA 704 four-colored diamondHealth 4: Very short exposure could cause death or major residual injury. E.g. VX gasFlammability 4: Will rapidly or completely vaporize at normal atmospheric pressure and temperature, or is readily dispersed in air and will burn readily. Flash point below 23 °C (73 °F). E.g. propaneInstability 4: Readily capable of detonation or explosive decomposition at normal temperatures and pressures. E.g. nitroglycerinSpecial hazard W: Reacts with water in an unusual or dangerous manner. E.g. sodium, sulfuric acid
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).
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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.