197343

Methyllithium solution

1.6 M in diethyl ether

• Sinónimos: Lithium methanide, MeLi
• Fórmula empírica (notación de Hill): CH₃Li
• Número de CAS: 917-54-4
• Peso molecular: 21.98
• Beilstein: 3587162
• Número MDL: MFCD00008253
• Código UNSPSC: 12352103
• ID de la sustancia en PubChem: 24851824
• NACRES: NA.22

Propiedades

• densidad de vapor: 3 (vs air)
• Nivel de calidad: 100
• Formulario: liquid
• composición: halide, ~0.05 M
• concentración: 1.6 M in diethyl ether
• densidad: 0.732 g/mL at 25 °C
• temp. de almacenamiento: 2-8°C
• cadena SMILES: [Li]C
• InChI: 1S/CH3.Li/h1H3;
• Clave InChI: DVSDBMFJEQPWNO-UHFFFAOYSA-N

Descripción

Descripción general

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.

Aplicación

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.

Envase

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

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Información legal

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

Información de seguridad

• Pictogramas: GHS02,GHS05,GHS07
• Palabra de señalización: Danger
• Frases de peligro: H225,H250,H260,H302,H314,H336
• Consejos de prudencia: P210 - P222 - P223 - P231 + P232 - P370 + P378 - P422
• Clasificaciones de peligro: Acute Tox. 4 Oral - Flam. Liq. 2 - Pyr. Liq. 1 - Skin Corr. 1B - STOT SE 3 - Water-react 1
• Riesgos supl.: EUH019,EUH066
• Código de clase de almacenamiento: 4.2 - Pyrophoric and self-heating hazardous materials
• Clase de riesgo para el agua (WGK): WGK 1
• Punto de inflamabilidad (°F): 1.4 °F - closed cup
• Punto de inflamabilidad (°C): -17 °C - closed cup