197343

Methyllithium solution

1.6 M in diethyl ether

• Sinonimo/i: Lithium methanide, MeLi
• Formula empirica (notazione di Hill): CH₃Li
• Numero CAS: 917-54-4
• Peso molecolare: 21.98
• Beilstein: 3587162
• Numero MDL: MFCD00008253
• Codice UNSPSC: 12352103
• ID PubChem: 24851824
• NACRES: NA.22

Proprietà

• Densità del vapore: 3 (vs air)
• Livello qualitativo: 100
• Stato: 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

Descrizione

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.

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Note legali

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

Informazioni sulla sicurezza

• Pittogrammi: GHS02,GHS05,GHS07
• Avvertenze: Danger
• Indicazioni di pericolo: H225,H250,H260,H302,H314,H336
• Consigli di prudenza: P210 - P222 - P223 - P231 + P232 - P370 + P378 - P422
• Classi di pericolo: Acute Tox. 4 Oral - Flam. Liq. 2 - Pyr. Liq. 1 - Skin Corr. 1B - STOT SE 3 - Water-react 1
• Rischi supp: EUH019,EUH066
• 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