Trimethylsilyl-methyllithium, typ 10 % solution in Hexanes (typ. 0.7 M)
(CH3)3SiCH2Li
Trimethylsilyl-methyllithium (CAS 1822-00-0) is a lithium alkyl with molecular formula LiCH2Si(CH3)3. It is supplied as a typical 10% solution in hexanes.
It is commonly used as a reagent for Peterson olefination with ketones or aldehydes to obtain terminal alkenes.
Trimethylsilyl-methyllithium reacts readily with moisture and oxygen and should be handled under dry, inert conditions. Consult the SDS and site-specific procedures for compatible materials, fire response, and storage.
Applications
Reagent for deprotonation with a very low nucleophilicity. Ideally suited for the deprotonation of e.g. pyridins to avoid Tschitschibabin side-reactions. Non pyrophoric Li-organometal reagent.
Specifications
- Total base: 8,0 - 12,0 %
- Active base: 7,7 - 12,0 %
Method of Analysis
Determination of total base by potentiometric titration. Determination of active base by thermometric titration. Detailed description available on request.Handling Instructions
Handling Methyllithium should only be handled under inert gas atmosphere. Avoid contact with eyes, skin and clothes as well as inhalation. Vapors may form explosive mixtures with air. Vapors are heavier than air and may spread along floors. Flash- back possible over considerable distance. Use only explosion-proof equipment. Take measures against electrostatic discharges. Protect from frost, heat and sunlight. Never add water, acids or oxidizing materials to the product. In case of fire use dry extinguishers on basis of sodium chloride or limestone powder. Never use water or CO2-extinguishers. Pay attention to the safety data sheet.
Storage Instructions
When stored according to SDS the material is fairly stable. We still recommend to retest the material 6 months after date of analysis if included on CoA. If not included, use the date of manufacturing for the calculation. Keep at temperatures above 15°C. Keep container tightly closed. Keep away from sources of ignition. Material tends to crystallize at temperatures 10°C.
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