20159

Sigma-Aldrich

n-Butyllithium solution

2.7 M in heptane

Sinónimos:
Butyl lithium, Lithium-1-butanide, Butyllithium solution, n-BuLi
Fórmula lineal:
CH3(CH2)3Li
Número de CAS:
Peso molecular:
64.06
Beilstein/REAXYS Number:
1209227
MDL number:
PubChem Substance ID:
NACRES:
NA.22

form

liquid

Quality Level

shelf life

limited shelf life

concentration

2.7 M in heptane

color

yellow

density

0.71 g/mL at 20 °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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Application

n-Butyllithium is a strong nucleophile in the synthetic organic chemistry. It is also used as an initiator in the polymerization process.

Packaging

100, 500 mL in Sure/Seal™

Caution

a precipitate of lithium hydride can form on longer storage

signalword

Danger

hazcat

Aquatic Acute 1 - Aquatic Chronic 1 - Asp. Tox. 1 - Eye Dam. 1 - Skin Corr. 1B - STOT SE 3 - Water-react. 1

Target Organs

Central nervous system

Supp Hazards

EUH014

storage_class_code

4.2 - Pyrophoric and self-heating hazardous materials

WGK Germany

WGK 2

Flash Point F

Not applicable

Flash Point C

Not applicable

Personal Protective Equipment

dust mask type N95 (US),Eyeshields,Gloves

Certificado de Análisis

Certificado de origen

Methylsulfinyl carbanion (CH3-SO-CH2-). Formation and applications to organic synthesis
Corey EJ and Chaykovsky M
Journal of the American Chemical Society, 87(6), 1345-1353 (1965)
null
Some trends observed in [60] fullerene polymerization activated by butyllithium isomers
Atovmyan EG, et al.
Russian Chemical Bulletin, 61(11), 2178-2179 (2012)
J P Parente et al.
Carbohydrate research, 141(1), 41-47 (1985-08-15)
Treatment of dimethyl sulfoxide with butyllithium leads to rapid formation of lithium methylsulfinyl carbanion. The reaction products tend to be significantly freer from impurities when lithium methylsulfinyl carbanion is used rather than sodium or potassium methylsulfinyl carbanion. This reagent gives...
Lawrence M Pratt et al.
The Journal of organic chemistry, 68(16), 6387-6391 (2003-08-05)
The effects of lithium dialkylamide structure, mixed aggregate formation, and solvation on the stereoselectivity of ketone enolization were examined. Of the lithium dialkylamides examined, lithium tetramethylpiperidide (LiTMP) in THF resulted in the best enolization selectivity. The stereoselectivity was further improved...

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