tert-butyllithium

'''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.

Chemical data

Formula: C4H9Li
Molecular weight: 64.1 g/mol
IUPAC name: lithium 2-methylpropane
SMILES: [Li+].C[C-](C)C
InChIKey: UBJFKNSINUCEAL-UHFFFAOYSA-N
Polar surface area: 0 Å²
H-bond donors: 0
H-bond acceptors: 1
Formal charge: 0

via PubChem

Wikidata facts

Subclass of: chemical compound
Has part: carbon
Mass: 64.086429838

Show 3 more facts

chemical formula: C₄H₉Li
canonical SMILES: [Li]C(C)(C)C
Commons category: Tert-Butyllithium

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Encyclopedic overview

7 sections

Contents

Preparation
Structure and bonding
Reactions
Solvent compatibility
Safety
See also
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.

==Preparation== tert-Butyllithium is produced commercially by treating tert-butyl chloride with lithium. Its synthesis was first reported by R. B. Woodward in 1941.

Excerpted from Wikipedia’s “tert-butyllithium” article, available under the CC BY-SA 4.0 licence.