60171-30-4

Basic information

• Product Name: Silane, trimethyl(2-methyl-2-butenyl)-, (E)-
• CAS NO: 60171-30-4
• Molecular Formula: C8H18Si
• Molecular Weight: 142.316
• Mol File: 60171-30-4.mol
• Article Data: 1

Chemical Properties

• CAS DataBase Reference: Silane, trimethyl(2-methyl-2-butenyl)-, (E)-(CAS DataBase Reference)
• NIST Chemistry Reference: Silane, trimethyl(2-methyl-2-butenyl)-, (E)-(60171-30-4)
• EPA Substance Registry System: Silane, trimethyl(2-methyl-2-butenyl)-, (E)-(60171-30-4)

Safety Data

• Hazardous Substances Data: 60171-30-4(Hazardous Substances Data)

Upstream product

• 13294-71-8 2-bromo-but-2-ene 
• 13170-43-9 (trimethylsilyl)methylmagnesium chloride 

Downstream Products

• 513-35-9 2-methyl-but-2-ene 
• 563-45-1 3-Methyl-1-butene 

Relevant articles and documents

PALLADIUM-CATALYZED DIASTEREOSELECTIVE SYNTHESES OF (E)-1-TRIMETHYLSILYL-2-ALKENES, (E)-1-TRIMETHYLSILYL-1-ALKEN-3-YNES, (1E,5E)-1-TRIMETHYLSILYL-1,5-ALKADIEN-3-YNES, (1E,3Z)- AND (1E,3E)-1-TRIMETHYLSILYL-1,3-ALKADIENES

On the basis of our observation that (E)-1-bromo-1-alkenes undergo preferentially stereospecific Pd-catalyzed cross-couplings with a variety of organometallics, in the presence of the corresponding (Z)-stereoisomers, efficient and convenient diastereoselective procedures have been developed to prepare nearly stereoisomerically pure (E)-1-trimethylsilyl-2-alkenes (4), (E)-1-trimethylsilyl-1-alken-3-ynes (5), (1E,5E)-1-trimethylsilyl-1,5-alkadien-3-ynes (6), and (1E,3E)-1-trimethylsilyl-1,3-alkadienes (8) from stereoisomeric mixtures of alkenyl bromides.Compounds 5 have been stereoselectively converted into (1E,3Z)-1-trimethylsilyl-1,3-dienes (7) by selective hydrometallations, followed by hydrolysis.Some synthetic applications of compounds 5-8 have been also examined.