939412

n-Butyllithium solution

2.5 M (in PAO/hexanes mixture)

• Synonyme(s) : n-BuLi, Butyl lithium, Butyllithium solution, Lithium-1-butanide
• Formule linéaire : CH₃(CH₂)₃Li
• Numéro CAS: 109-72-8
• Poids moléculaire : 64.06
• Numéro Beilstein : 1209227
• Numéro MDL: MFCD00009414
• Code UNSPSC : 12352142

Propriétés

• Forme: liquid
• Niveau de qualité: 100
• Concentration: 2.5 M (in PAO/hexanes mixture)
• Couleur: colorless to yellow
• Température de stockage: 2-8°C
• Chaîne SMILES: [Li]CCCC
• InChI: 1S/C4H9.Li/c1-3-4-2;/h1,3-4H2,2H3;
• Clé InChI: MZRVEZGGRBJDDB-UHFFFAOYSA-N

Description

Description générale

n-Butyllithium (n-BuLi) is an organolithium reagent commonly used as a strong base in organic synthesis. It is also used as a lithium source for a wide range of lithium bases, such as lithium amides, acetylides, and alkoxides.

Application

n-BuLi can be used as a strong base to form corresponding lithium salts by the deprotonation of nitrogen, oxygen, phosphorus, and carbon acids. Heterocyclic compounds, such as furans, thiophenes, oxazoles, pyrroles, etc, can be lithiated α to the ring heteroatom using n-BuLi. These lithiated salts react in situ with alkyl halides to obtain useful organic compounds by the formation of the C-C bond. n-BuLi is also a useful reagent for lithium–halogen exchange reactions. Synthesis of various other useful reagents such as lithium diisopropylamide (LDA) and diphenylphosphine is done by in situ reaction with n-BuLi In the polymerization of dienes, n-BuLi is employed as an initiator.




The product is also used in the following reactions:

• Anionic rearrangement reactions
  
• Metal-halogen interchange and transmetalation reactions
• Elimination reactions
• [1,2]- and [1,4]-Wittig rearrangement reaction
• Anionic homo-Fries rearrangement reaction
• Asymmetric carbolithiation

Caractéristiques et avantages

This product is formulated in a solution of polyalphaolefin (PAO) and hexanes to prevent pyrophoric reactions when exposed to air, affording improved safety and usability.

Informations sur la sécurité

• Pictogrammes: GHS02,GHS08,GHS05
• Mention d'avertissement: Danger
• Mentions de danger: H226,H250,H260,H304,H314,H361f,H373,H412
• Conseils de prudence: P210 - P231 + P232 - P280 - P301 + P330 + P331 - P303 + P361 + P353 - P304 + P340 + P310 - P305 + P351 + P338 - P370 + P378
• Classification des risques: Aquatic Chronic 3 - Asp. Tox. 1 - Eye Dam. 1 - Flam. Liq. 3 - Pyr. Liq. 1 - Repr. 2 - Skin Corr. 1B - STOT RE 2 Inhalation - Water-react 1
• Organes cibles: Nervous system
• Risques supp: EUH014
• Code de la classe de stockage: 4.2 - Pyrophoric and self-heating hazardous materials
• Classe de danger pour l'eau (WGK): WGK 3
• Point d'éclair (°F): 88.7 °F
• Point d'éclair (°C): 31.5 °C