Alkyl lithium reagent

Formation of Grignard and Organolithium Reagents

To make organolithium reagents, we start with alkyl halides, and add powdered lithium metal (Li or sometimes written as Li 0 to distinguish it from the ion Li (+) ).

Grignard and Organolithium Reagents

For alkyl lithium formation pentane or hexane are usually used. Diethyl ether can also be used but the subsequent alkyl lithium reagent must be used immediately after preparation due to an interaction

Alkyllithium Reagents as a Hidden Source of Lithium Hydride

Alkyllithium reagents represent one of the most commonly used organometallic compounds. The wide range of applications results mostly from their ability to react as Brønsted

Grignard Reagents, Organolithiums, and Gilman Reagents

Organolithium compounds are typically prepared by the direct reaction of alkyl or aryl halides with metallic lithium, often carried out in anhydrous and inert solvents such as ether or tetrahydrofuran.

Organolithium reagent

OverviewReactivity and applicationsHistory and developmentStructureOrganolithium reagents in asymmetric synthesisPreparationHandlingFurther reading

The C−Li bond in organolithium reagents is highly polarized. As a result, the carbon attracts most of the electron density in the bond and resembles a carbanion. Thus, organolithium reagents are strongly basic and nucleophilic. Some of the most common applications of organolithium reagents in synthesis include their use as nucleophiles, strong bases for deprotonation, initiator for polymerization, and starting material for t

Alkyllithium Compound

The major drawback of a technique utilizing reactions between organic substrates and lithium vapor lies in the separation of a mixture of lithium-substituted hydrocarbons.

Alkyl Halide Reactivity

Formation of Alkyl Lithium and Grignard Reagents. The alkali metals (Li, Na, K etc.) and the alkaline earth metals (Mg and Ca, together with Zn) are good reducing agents, the former being stronger than

Organolithium Reagents

This page by Professor Hans Reich (UW-Madison) describes some organolithium reagents commonly used in Organic Chemistry. It also provides the starting compounds as well as typical

Formation of organolithium reagents

Addition of lithium metal (2 equivalents) to an alkyl or alkenyl halide results in the formation of the organolithium reagents. Organolithium reagents have a formula RLi where R can be alkyl, aryl, allyl,

Alkyl lithium reagents

Oxathiolanes and 1,3-dioxolanes containing a 2- phenyl substituent react with alkyl-lithium reagents to produce aryl alkyl ketones and alkenes (65JOC226). The mechanism of this reaction is discussed in

Organolithium reagent

Metalation with organolithium reagents, also known as lithiation or lithium-hydrogen exchange, is achieved when an organolithium reagent, most commonly an alkyllithium, abstracts a proton and