419566-87-3

Basic information

• Product Name: 5-bromo-3-trimethylsilanylethynylpyran-2-one
• Synonyms: 5-bromo-3-trimethylsilanylethynylpyran-2-one
• CAS NO: 419566-87-3
• Molecular Weight: 271.186
• Mol File: 419566-87-3.mol
• Article Data: 1

Chemical Properties

• CAS DataBase Reference: 5-bromo-3-trimethylsilanylethynylpyran-2-one(CAS DataBase Reference)
• NIST Chemistry Reference: 5-bromo-3-trimethylsilanylethynylpyran-2-one(419566-87-3)
• EPA Substance Registry System: 5-bromo-3-trimethylsilanylethynylpyran-2-one(419566-87-3)

Safety Data

• Hazardous Substances Data: 419566-87-3(Hazardous Substances Data)

Upstream product

• 81353-38-0 (trimethylsilylethynyl)tributyltin 
• 19978-41-7 3,5-dibromo-2H-pyran-2-one 

Relevant articles and documents

Regioselectivity in the Stille Coupling Reactions of 3,5-Dibromo-2-pyrone

The Stille couplings of 3,5-dibromo-2-pyrone normally take place regioselectively at C3, lower in electron density than C5, thus oxidative addition proceeds faster . When the reactions are carried out with Cu(I) in DMF or other polar aprotic solvent, however, the couplings occur predominantly at C5. The observed regiochemical reversal is attributed to the preferred formation of 5-pallado-2-pyrone intermediate which, in addition, turned out to be more reactive than 3-pallado-2-pyrone intermediate. Copyright