89881-67-4

Basic information

• Product Name: Silane, (1,1-dimethyl-3-phenylpropyl)dimethylphenyl-
• CAS NO: 89881-67-4
• Molecular Formula: C19H26Si
• Molecular Weight: 282.501
• Mol File: 89881-67-4.mol
• Article Data: 3

Chemical Properties

• CAS DataBase Reference: Silane, (1,1-dimethyl-3-phenylpropyl)dimethylphenyl-(CAS DataBase Reference)
• NIST Chemistry Reference: Silane, (1,1-dimethyl-3-phenylpropyl)dimethylphenyl-(89881-67-4)
• EPA Substance Registry System: Silane, (1,1-dimethyl-3-phenylpropyl)dimethylphenyl-(89881-67-4)

Safety Data

• Hazardous Substances Data: 89881-67-4(Hazardous Substances Data)

Upstream product

• 185990-03-8 dimethylphenyl(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)silane 
• 5650-07-7 3-methyl-1-phenyl-but-2-en-1-one 
• 43108-74-3 3-hydroxy-3-methyl-1-phenyl-1-butanone 
• 167282-21-5 3-dimethyl(phenyl)silyl-3-methyl-1-phenylbutan-1-one 
• 75583-57-2 lithium bis(dimethyl(phenyl)silyl)cuprate 

Downstream Products

• 103-05-9 4-phenyl-2-methyl-2-butanol 
• 89881-71-0 fluoro(dimethyl)(2-methyl-4-phenylbutan-2-yl)silane 

Relevant articles and documents

Copper-Catalyzed Cross-Coupling of Silicon Pronucleophiles with Unactivated Alkyl Electrophiles Coupled with Radical Cyclization

A copper-catalyzed C(sp3)-Si cross-coupling of aliphatic C(sp3)-I electrophiles using a Si-B reagent as the silicon pronucleophile is reported. The reaction involves an alkyl radical intermediate that also engages in 5-exo-trig ring closures onto pendant alkenes prior to the terminating C(sp3)-Si bond formation. Several Ueno-Stork-type precursors cyclized with excellent diastereocontrol in good yields. The base-mediated release of the silicon nucleophile and the copper-catalyzed radical process are analyzed by quantum-chemical calculations, leading to a full mechanistic picture.

The Phenyldimethylsilyl Group as a Masked Form of the Hydroxy Group

The phenyldimethylsilyl group can be converted in two steps, protodesilylation and peracid-mediated rearrangement, into a hydroxy group with retention of configuration: β-phenyldimethylsilyl carbonyl compounds are thus revealed to be masked aldol products.