1242069-21-1

Basic information

• Product Name: (5-bromo-2-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl)trimethylsilane
• CAS NO: 1242069-21-1
• Molecular Weight: 355.155
• Mol File: 1242069-21-1.mol
• Article Data: 2

Chemical Properties

• CAS DataBase Reference: (5-bromo-2-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl)trimethylsilane(CAS DataBase Reference)
• NIST Chemistry Reference: (5-bromo-2-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl)trimethylsilane(1242069-21-1)
• EPA Substance Registry System: (5-bromo-2-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl)trimethylsilane(1242069-21-1)

Safety Data

• Hazardous Substances Data: 1242069-21-1(Hazardous Substances Data)

Upstream product

• 19978-33-7 5-bromo-2H-pyran-2-one 
• 159087-46-4 4,4,5,5-tetramethyl-2-trimethylsilanylethynyl-[1,3,2]dioxaborolane 

Relevant articles and documents

Investigation of the origins of regiochemical control in [4+2] cycloadditions of 2-pyrones and alkynylboronates

The [4+2] cycloaddition of 2-pyrones with substituted alkynylboronates has been studied. In general, the highest yielding cycloadditions were obtained in reactions that employed a trimethylsilyl-substituted alkynylboronate. The highest regioselectivities were obtained using the corresponding phenyl-substituted alkyne, which provided a single regioisomer irrespective of the 2-pyrone used. Mechanistic studies suggest that the high regioselectivity observed is due to stabilization of a zwitterionic transition state. Georg Thieme Verlag Stuttgart · New York.