BENZYLLITHIUM
- CAS No.
- 766-04-1
- Chemical Name:
- BENZYLLITHIUM
- Synonyms
- BENZYLLITHIUM;LithiuM,(phenylMethyl)-
- CBNumber:
- CB5290257
- Molecular Formula:
- C7H7Li
- Molecular Weight:
- 98.07
- MDL Number:
- MFCD07367572
- MOL File:
- 766-04-1.mol
SAFETY
Risk and Safety Statements
Symbol(GHS) | ![]() ![]() GHS02,GHS05 |
---|---|
Signal word | Danger |
Hazard statements | H314-H250 |
Precautionary statements | P260-P264-P280-P301+P330+P331-P303+P361+P353-P363-P304+P340-P310-P321-P305+P351+P338-P405-P501-P210-P222-P280-P302+P334-P370+P378-P422 |
BENZYLLITHIUM Chemical Properties,Uses,Production
Chemical Properties
By X-ray, the DABCO complex forms contact ion pairs with Li over planar benzyl anions and the THF-TMEDA complex has pyramidal benzylic carbon atoms. UV4 and 1H, 13C, and Li NMR studies have been reported.
Uses
Benzyllithium is a benzylating agent in substitutions and additions at carbon and used to attach benzyl groups to other metals and nonmetals.
Preparation
Preparative Methods of Benzyllithium: preparation from benzyl ethyl ether and Lithium in THF/ether is recommended on a large scale; toluene metalation for pure samples. Metalation of toluene with n-Butyllithium/TMEDA gives 90-91% yield, but contaminated with 5-6% m-tolyllithium and 2% each of o- and p-tolyllithium; metalation of toluene with butyllithium/Potassium t-Butoxide, then reaction of the red solid benzylpotassium with LiBr in ether, gives purer product. Preparations from organotin compounds by exchange may be contaminated with organotin compounds. A method involving treatment of benzyl selenides with BuLi at -78 °C should be especially useful for benzyllithiums containing halogens or methoxyls.
storage
Benzyllithium must be prepared and transferred under an inert gas to exclude oxygen and moisture.
BENZYLLITHIUM Preparation Products And Raw materials
Raw materials
Preparation Products
BENZYLLITHIUM Suppliers
Supplier | Tel | Country | ProdList | Advantage | |
---|---|---|---|---|---|
FMC Lithium | -- | lithium_info@fmc.com | United States | 129 | 72 |
Supplier | Advantage |
---|---|
FMC Lithium | 72 |