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Sigma-Aldrich

Methyllithium solution

1.6 M in diethyl ether

Sinonimo/i:

Lithium methanide, MeLi

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About This Item

Formula empirica (notazione di Hill):
CH3Li
Numero CAS:
Peso molecolare:
21.98
Beilstein:
3587162
Numero MDL:
Codice UNSPSC:
12352103
ID PubChem:
NACRES:
NA.22

Densità del vapore

3 (vs air)

Livello qualitativo

Forma fisica

liquid

Composizione

halide, ~0.05 M

Concentrazione

1.6 M in diethyl ether

Densità

0.732 g/mL at 25 °C

Temperatura di conservazione

2-8°C

Stringa SMILE

[Li]C

InChI

1S/CH3.Li/h1H3;
DVSDBMFJEQPWNO-UHFFFAOYSA-N

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Descrizione generale

Methyllithium is an organolithium reagent mainly used for deprotonation and as a source of methyl anion. It is a strong base and a strong nucleophile.

Applicazioni

Methyllithium solution (1.6M in diethyl ether) has been used for the asymmetric allylic alkylation (AAA) of allylic electrophiles in the presence of a chiral copper catalyst. This protocol leads to the C-C bond formation of tertiary and quaternary stereogenic centers with high enantioselectivity. It can also be used for the synthesis of (−)-salsolidine by reacting with 6,7-dimethoxy-3,4-dihydroisoquinoline in the presence of (−)-sparteine as a chiral ligand.

Confezionamento

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

Note legali

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

Avvertenze

Danger

Indicazioni di pericolo

Classi di pericolo

Acute Tox. 4 Oral - Flam. Liq. 2 - Pyr. Liq. 1 - Skin Corr. 1B - STOT SE 3 - Water-react 1

Rischi supp

Codice della classe di stoccaggio

4.2 - Pyrophoric and self-heating hazardous materials

Classe di pericolosità dell'acqua (WGK)

WGK 1

Punto d’infiammabilità (°F)

1.4 °F - closed cup

Punto d’infiammabilità (°C)

-17 °C - closed cup


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Articoli

Reagents for C–C Bond Formation

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