4-Methyl-2-(tributylstannyl)pyridine(CAS: 301652-23-3)

4-Methyl-2-(tributylstannyl)pyridine is a solid with a crystalline form. Its molecular weight is approximately 405.4 g/mol. It is poorly soluble in water but has good solubility in organic solvents such as ethers and alcohols. This compound shows limited reactivity, primarily through the tributylstannyl group, which can participate in organometallic reactions.

4-Methyl-2-(tributylstannyl)pyridine is typically synthesized via a Grignard reaction or a Stille coupling reaction. The reaction involves the coupling of 4-methylpyridine with tributyltin bromide in the presence of a palladium catalyst, such as tetrakis(triphenylphosphine)palladium(0). The yield is usually around 70-80%, and the reaction is carried out under mild conditions in the presence of a base like cesium carbonate.

4-Methyl-2-(tributylstannyl)pyridine is primarily used in the pharmaceutical and semiconductor industries. It serves as a ligand in organometallic compounds, facilitating the synthesis of various metal complexes. In the semiconductor industry, it is used as a precursor in the production of organic light-emitting diodes (OLEDs) due to its ability to form stable complexes with metal ions.

When handling 4-Methyl-2-(tributylstannyl)pyridine, it is essential to use appropriate personal protective equipment (PPE) including gloves and safety goggles. This compound should be conducted in a well-ventilated fume hood to minimize exposure. Spills should be cleaned up using appropriate absorbent materials and should be reported to the laboratory supervisor. For detailed safety information, refer to the Material Safety Data Sheet (MSDS) or Safety Data Sheet (SDS).