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Methyllithium solution

ALDRICH/197343 - 1.6 M in diethyl ether

Synonym: Lithium methanide; MeLi

CAS Number: 917-54-4
Empirical Formula (Hill Notation): CH3Li
Molecular Weight: 21.98
MDL Number: MFCD00008253
Linear Formula: CH3Li
Product Type: Chemical
Catalog Number PKG Qty. Price Quantity
45-197343-4X25ML 25 mL
 $73.50
4/EA		 Add To Favorites
45-197343-50ML 50 mL
 $59.40
1/EA		 Add To Favorites
45-197343-100ML 100 mL
 $77.20
1/EA		 Add To Favorites
45-197343-4X100ML 100 mL
 $301.00
4/EA		 Add To Favorites
45-197343-800ML 800 mL
 $271.00
1/EA		 Add To Favorites
45-197343-1L 1 L
 $319.00
1/EA		 Add To Favorites
25 mL Sure/Seal™ Packaging
4×100 Pull-top Can
Photo is meant to be representative of product you will receive if ordered. Additional information is printed on actual labels and package types are subject to change.

 

composition halide, ~0.05 M
concentration 1.6 M in diethyl ether
density 0.732 g/mL at 25 °C
form liquid
InChI 1S/CH3.Li/h1H3;
InChI key DVSDBMFJEQPWNO-UHFFFAOYSA-N
Quality Level 100 
SMILES string [Li]C
storage temp. 2-8°C
vapor density 3 (vs air)
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.
General description: 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.
Legal Information: Sure/Seal is a trademark of Sigma-Aldrich Co. LLC
Packaging: 1 L in Sure/Seal™
Packaging: 4×25, 50, 100, 4×100, 800 mL in Sure/Seal™
Packaging: 8, 18 L in Kilo-Lab™
Packaging: The 25 mL Sure/Seal™ bottle is recommended as a single-use bottle. Repeated punctures will likely result in decreased performance of product.
Packaging: View returnable container options .
Density 0.732 g/mL at 25 °C
Storage Temp. 2-8°C
UNSPSC 12352103

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