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n-Butyllithium
[CAS# 109-72-8]

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Complete supplier list of n-Butyllithium
Identification
Classification Organic raw materials >> Amino compound >> Acyclic monoamines, polyamines and their derivatives and salts
Name n-Butyllithium
Synonyms Butyl lithium
Molecular Structure CAS # 109-72-8, n-Butyllithium, Butyl lithium
Molecular Formula C4H9Li
Molecular Weight 64.05
CAS Registry Number 109-72-8
EC Number 203-698-7
SMILES [Li+].CCC[CH2-]
Properties
Density 0.68
Boiling point 60-80 ºC
Flash point -21 ºC
Water solubility vigorous reaction
Safety Data
Hazard Symbols symbol symbol symbol   GHS02;GHS05;GHS07 Danger    Details
Hazard Statements H250-H260-H302-H314-H317-H318    Details
Precautionary Statements P210-P222-P223-P231-P231+P232-P233-P260-P261-P264-P264+P265-P270-P272-P280-P301+P317-P301+P330+P331-P302+P335+P334-P302+P352-P302+P361+P354-P304+P340-P305+P354+P338-P316-P317-P321-P330-P333+P317-P362+P364-P363-P370+P378-P402+P404-P405-P501    Details
Hazard Classification
up    Details
HazardClassCategory CodeHazard Statement
Skin corrosionSkin Corr.1BH314
Substances or mixtures which in contact with water emit flammable gasesWater-react.1H260
Serious eye damageEye Dam.1H318
Pyrophoric liquidsPyr. Liq.1H250
Pyrophoric solidsPyr. Sol.1H250
Skin sensitizationSkin Sens.1H317
Acute toxicityAcute Tox.4H302
Flammable liquidsFlam. Liq.2H225
Self-heating substances or mixturesSelf-heat.2H252
Acute toxicityAcute Tox.4H332
Aspiration hazardAsp. Tox.1H304
Chronic hazardous to the aquatic environmentAquatic Chronic2H411
Specific target organ toxicity - repeated exposureSTOT RE2H373
Substances or mixtures which in contact with water emit flammable gasesWater-react.2H261
Specific target organ toxicity - single exposureSTOT SE3H336
Reproductive toxicityRepr.2H361f
Skin corrosionSkin Corr.1AH314
Skin corrosionSkin Corr.1H314
Reproductive toxicityRepr.2H361
Transport Information UN 2445
SDS Available
up Discovory and Applicatios
n-Butyllithium (n-BuLi) was first synthesized in the early 20th century as part of ongoing research into organolithium compounds, which began with the discovery of ethyllithium by Karl Ziegler in 1936. Researchers were exploring new reagents that could serve as strong bases and nucleophiles in organic synthesis. The discovery of n-BuLi marked a significant milestone due to its high reactivity and utility in various chemical transformations.

n-BuLi is extensively used as a strong base and nucleophile in organic synthesis. It is crucial for deprotonation reactions, facilitating the formation of carbanions that act as intermediates in the synthesis of complex organic molecules.

In polymer chemistry, n-BuLi is employed as an initiator for anionic polymerization. It helps in the synthesis of polymers with precise molecular weights and narrow molecular weight distributions. This is particularly important for producing specialized polymers like styrene-butadiene rubber (SBR) and thermoplastic elastomers, which are used in tires, adhesives, and various plastic products.

n-BuLi is a precursor for the synthesis of a wide range of organolithium compounds. These derivatives are used as reagents and intermediates in various chemical reactions. For instance, lithium diisopropylamide (LDA), a strong non-nucleophilic base, is prepared using n-BuLi and is widely used in organic synthesis for enolate formation.

n-BuLi is instrumental in metallation reactions, where it is used to introduce lithium into organic molecules. This process, known as lithiation, is key in the synthesis of organometallic compounds and in functionalizing aromatic and heteroaromatic compounds. These metallated intermediates are essential in the pharmaceutical industry for drug development and in materials science for creating advanced materials.

n-BuLi is used in the synthesis of complex drug molecules, enabling the formation of carbon-carbon and carbon-heteroatom bonds that are critical for constructing biologically active compounds.

Beyond pharmaceuticals, n-BuLi is used in the production of fine chemicals, which are high-purity chemical substances used in various applications such as electronics, agriculture, and manufacturing. Its role in creating specific molecular structures makes it a vital reagent in these industries.
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