5-((trimethylsilyl)ethynyl)pyrimidine
$450.00
CAS No.: 216309-28-3
Catalog No.: 196431
Purity: 95%
MF: C9H12N2Si
MW: 176.295
Storage: 2-8 degree Celsius
SMILES: C[Si](C)(C)C#CC=1C=NC=NC1
Catalog No.: 196431
Purity: 95%
MF: C9H12N2Si
MW: 176.295
Storage: 2-8 degree Celsius
SMILES: C[Si](C)(C)C#CC=1C=NC=NC1
5-((trimethylsilyl)ethynyl)pyrimidine; CAS No.: 216309-28-3; 5-((trimethylsilyl)ethynyl)pyrimidine. PROPERTIES: This compound presents a 5-((trimethylsilyl)ethynyl)pyrimidine structure, combining a trimethylsilyl-protected alkyne and a pyrimidine ring system. It typically appears as a white to off-white crystalline solid with a molecular weight of approximately 198.3 g/mol (C8H12N2Si). The melting point ranges between 70-75 C, and it exhibits moderate solubility in common organic solvents like ethyl acetate, dichloromethane, and tetrahydrofuran while being sparingly soluble in water. Proper storage requires a tightly sealed container in a cool, dry place. Safety considerations include wearing appropriate PPE. It is classified as a skin and eye irritant (GHS07) with the hazard statement H315-H319. APPLICATIONS: 5-((Trimethylsilyl)ethynyl)pyrimidine serves as a specialized intermediate in pharmaceutical research. Its 5-((trimethylsilyl)ethynyl)pyrimidine structure enables diverse reactivity patterns, including Stille coupling reactions and deprotection to release terminal alkyne. In medicinal chemistry, it is used to develop bioactive molecules targeting kinases, proteases, and G protein-coupled receptors. The trimethylsilyl-protected alkyne provides a handle for introducing bioorthogonal functional groups. This compound also functions as a building block in the synthesis of fluorescent dyes and bioconjugation reagents. Academic studies utilize it as a model system in Medicinal Chemistry journals, focusing on optimizing the 5-((trimethylsilyl)ethynyl)pyrimidine scaffold for improved biological activity and target engagement.
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