197343

Methyllithium solution

1.6 M in diethyl ether

• Synonyme(s) : Lithium methanide, MeLi
• Formule empirique (notation de Hill) : CH₃Li
• CAS Number: 917-54-4
• Poids moléculaire : 21.98
• Beilstein: 3587162
• Numéro MDL: MFCD00008253
• Code UNSPSC : 12352103
• ID de substance PubChem : 24851824
• Nomenclature NACRES : NA.22

Propriétés

• Densité de vapeur: 3 (vs air)
• Niveau de qualité: 100
• Forme: liquid
• Composition: halide, ~0.05 M
• Concentration: 1.6 M in diethyl ether
• Densité: 0.732 g/mL at 25 °C
• Température de stockage: 2-8°C
• Chaîne SMILES: [Li]C
• InChI: 1S/CH3.Li/h1H3;
• Clé InChI: DVSDBMFJEQPWNO-UHFFFAOYSA-N

Description

Description générale

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.

Application

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.

Conditionnement

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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Informations légales

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

Informations sur la sécurité

• Pictogrammes: GHS02,GHS05,GHS07
• Mention d'avertissement: Danger
• Mentions de danger: H225,H250,H260,H302,H314,H336
• Conseils de prudence: P210 - P222 - P223 - P231 + P232 - P370 + P378 - P422
• Classification des risques: Acute Tox. 4 Oral - Flam. Liq. 2 - Pyr. Liq. 1 - Skin Corr. 1B - STOT SE 3 - Water-react 1
• Risques supp: EUH019,EUH066
• Code de la classe de stockage: 4.2 - Pyrophoric and self-heating hazardous materials
• Classe de danger pour l'eau (WGK): WGK 1
• Point d'éclair (°F): 1.4 °F - closed cup
• Point d'éclair (°C): -17 °C - closed cup