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Merck

230715

Sigma-Aldrich

n-Butil-litio solution

11.0 M in hexanes

Sinónimos:

n-BuLi, Butil litio, Butil-litio solution, Litio-1-butanida

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About This Item

Fórmula lineal:
CH3(CH2)3Li
Número de CAS:
Peso molecular:
64.06
Beilstein/REAXYS Number:
1209227
MDL number:
UNSPSC Code:
12352103
PubChem Substance ID:
NACRES:
NA.22

form

liquid

Quality Level

concentration

11.0 M in hexanes

density

0.761 g/mL at 25 °C

storage temp.

2-8°C

SMILES string

[Li]CCCC

InChI

1S/C4H9.Li/c1-3-4-2;/h1,3-4H2,2H3;

InChI key

MZRVEZGGRBJDDB-UHFFFAOYSA-N

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General description

n-Butyllithium (n-BuLi) is an organolithium reagent commonly 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 reacting in situ with alkyl halides to obtain useful organic compounds by the formation of the C-C bond.

Application

n-BuLi can be used as a reagent for lithium-halogen exchange reactions. Synthesis of various other useful reagents such as lithium diisopropylamide (LDA) and diphenylphosphine is prepared by in situ reaction with n-BuLi . In the polymerization of dienes, it can be employed as an initiator.

Packaging

The 25 mL Sure/Seal bottle is recommended as a single-use bottle. Repeated punctures will likely result in decreased performance of product.

Legal Information

Sure/Seal is a trademark of Sigma-Aldrich Co. LLC

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Referencia del producto
Descripción
Precios

signalword

Danger

Hazard Classifications

Aquatic Chronic 2 - Asp. Tox. 1 - Eye Dam. 1 - Flam. Liq. 2 - Pyr. Liq. 1 - Repr. 2 - Skin Corr. 1B - STOT RE 1 Inhalation - STOT SE 3 - Water-react 1

target_organs

Central nervous system, Nervous system

supp_hazards

Storage Class

4.2 - Pyrophoric and self-heating hazardous materials

wgk_germany

WGK 3

flash_point_f

-7.6 °F - closed cup

flash_point_c

-22 °C - closed cup

ppe

Faceshields, Gloves, Goggles, type ABEK (EN14387) respirator filter


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Los clientes también vieron

n-Butyllithium
Ovaska TV, et al.
Encyclopedia of Reagents for Organic Synthesis, Second Edition (2001)
Preparation, Properties, and Safe Handling of Commercial Organolithiums: Alkyllithiums, Lithium sec-Organoamides, and Lithium Alkoxides.
Rathman, Terry `Li? and Schwindeman, James A
Organic Process Research & Development, 18(10), 1192-1210 (2014)
n-Butyllithium.
eEROS (Encyclopedia of Reagents for Organic Synthesis) (2001)
Microstructure-thermal property relationship of high trans-1, 4-poly (butadiene) produced by anionic polymerization of 1, 3-butadiene using an initiator composed of alkyl aluminum, n-butyl lithium, and barium alkoxide
Benvenuta-Tapia JJ, et al.
Polym. Eng. Sci., 49(1), 1-10 (2009)
Diphenylphosphine.
Bianco, VD et al.
Inorganic Syntheses, 16(10), 161-163 (1976)

Artículos

Transformative reagents enable selective conversions within molecules containing sensitive functionalities under mild reactions.

Transformative reagents enable selective conversions within molecules containing sensitive functionalities under mild reactions.

Transformative reagents enable selective conversions within molecules containing sensitive functionalities under mild reactions.

Transformative reagents enable selective conversions within molecules containing sensitive functionalities under mild reactions.

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