Synonyms: Lithium methanide; MeLi
CAS Number: 917-54-4
Formula: CH3Li
Formula Weight: 21.98
Linear Formula: CH3Li
MDL No.: MFCD00008253
Density: 0.732 g/mL at 25 C
Storage: 2-8C
Beilstein Registry Number: 3587162
UNSPSC Code: 12352103
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.
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.
RIDADR: UN 3394 4.3(4.2) / PGI
WGK Germany: 1
Flash Point(F): 1.4 F
Flash Point(C): -17 C
R Codes: 11-15-19-22-36/38-66-67
S Codes: 16-26-43
IOD Codes: F,Xn
Symbol: GHS02, GHS05, GHS07
Signal Word: Danger
Hazard Statements: H225-H250-H260-H302-H314-H336
Precautionary statements: P210-P222-P223-P231 + P232-P370 + P378-P422