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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
Last updated:2024-12-18 17:28:35

BENZYLLITHIUM Properties

solubility sol ethers; DABCO complex crystallizes from hexane as it forms.

SAFETY

Risk and Safety Statements

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

Global( 1)Suppliers
Supplier Tel Email Country ProdList Advantage
FMC Lithium -- lithium_info@fmc.com United States 129 72
Supplier Advantage
FMC Lithium 72
BENZYLLITHIUM LithiuM,(phenylMethyl)- 766-04-1