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Key Documents

710776

Sigma-Aldrich

n-Butillitio

1.4 M in toluene

Sinonimo/i:

n-BuLi, Butillitio, Litio-1-butanide

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About This Item

Formula condensata:
CH3(CH2)3Li
Numero CAS:
Peso molecolare:
64.06
Beilstein:
1209227
Numero MDL:
Codice UNSPSC:
12352103
ID PubChem:
NACRES:
NA.22

Forma fisica

liquid

Concentrazione

1.4 M in toluene

Densità

0.849 g/mL at 25 °C

Temperatura di conservazione

2-8°C

Stringa SMILE

[Li]CCCC

InChI

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

Avvertenze

Danger

Classi di pericolo

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

Organi bersaglio

Central nervous system

Rischi supp

Codice della classe di stoccaggio

4.2 - Pyrophoric and self-heating hazardous materials

Classe di pericolosità dell'acqua (WGK)

WGK 3

Punto d’infiammabilità (°F)

21.2 °F

Punto d’infiammabilità (°C)

-6 °C


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A procedure for the coupling of aliphatic imines with allylic and allenic alkoxides is described. The success of these studies was enabled by a unique reactivity profile of Ti(IV) isopropoxide/n-BuLi compared to well-known Ti(IV) isopropoxide/RMgX systems.
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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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A diamine-free protocol for the s-BuLi-mediated lithiation-trapping of N-Boc heterocycles has been developed. In the optimized procedure, lithiation is accomplished using s-BuLi in THF at -30 °C for only 5 or 10 min. Subsequent electrophilic trapping or transmetalation-Negishi coupling delivered

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