Trimethyltin chloride

Trimethyltin chloride is an organotin compound with the formula (CH3)3SnCl. It is a white solid that is highly toxic and malodorous. It is susceptible to hydrolysis.
Synthesis.
Trimethyltin chloride can be prepared by the redistribution reaction of tetramethyltin with tin tetrachloride.
This is the Kocheshkov redistribution reaction. It is performed under an inert atmosphere, such as argon, typically with no solvent.
A second route to Me3SnCl involves treating the corresponding hydroxide or oxide with a halogenating agent such as hydrogen chloride or thionyl chloride (SOCl2):
Uses.
Trimethyltin chloride is used as a source of the trimethylstannyl group. For example, it is a precursor to vinyltrimethylstannane and indenyltrimethylstanane:
An example of an organolithium reagent reacting with Me3SnCl to form a tin-carbon bond is:
Organotin compounds derived from Me3SnCl are useful in organic synthesis, especially in radical chain reactions. Me3SnCl is a precursor to compounds used in PVC stabilization. 
Reduction of trimethyltin chloride gives tin-tin bonds. 