17964-31-7

Basic information

• Product Name: Silane, butyldiphenyl-
• CAS NO: 17964-31-7
• Molecular Formula: C16H20Si
• Molecular Weight: 240.42
• Mol File: 17964-31-7.mol
• Article Data: 5

Chemical Properties

• CAS DataBase Reference: Silane, butyldiphenyl-(CAS DataBase Reference)
• NIST Chemistry Reference: Silane, butyldiphenyl-(17964-31-7)
• EPA Substance Registry System: Silane, butyldiphenyl-(17964-31-7)

Safety Data

• Hazardous Substances Data: 17964-31-7(Hazardous Substances Data)

Upstream product

• 109-72-8 n-butyllithium 
• 1631-83-0 diphenylsilyl chloride 
• 694-53-1 phenylsilane 
• 173986-56-6 diphenyl[4-(tetrahydro-2H-pyran-2-yloxy)butyl]silane 
• 775-12-2 diphenylsilane 
• 15366-08-2 s-butylmagnesium chloride 
• 931-88-4 cis-Cyclooctene 
• 53490-50-9 1-Methyl-1,2,2-triphenyl-disilane 
• 24850-33-7 allyltributylstanane 
• 167567-61-5 4-Iodobutyldiphenylsilane 
• 693-03-8 n-butyl magnesium bromide 

Downstream Products

• 1062505-02-5 S(R)-N-[(1R)-1-(butyldiphenylsilyl)butyl]-2-methylpropane-2-sulfinamide 
• 17964-41-9 n-butyldiphenylsilyl alcohol 

Relevant articles and documents

Sequential C-Si bond formations from diphenylsilane: Application to silanediol peptide isostere precursors

The report of silanediol peptide isosteres as highly active inhibitors of proteolytic enzymes has triggered an increased interest for these compounds, thereby necessitating a general and direct synthetic access to this unusual class of protease inhibitors. In this paper, we report on thetwo-step assembly of the carbon-silicon backbone of a silane-containing dipeptide fragment. The synthetic scheme is comprised of an alkene hydr osilylation step with the simple precursor, diphenylsilane, using eithera radical initiator or RhCl(PPh 3)3, Wilkinson's catalyst, for the creation of a hydridosilane and the first new carbon-s ilicon bond. The next step is the reduction of this hydridosilane with lithium metal providing a silyl lithium reagent, which undergoes a highlydiastereoselective addition to an optically active tert-butanesulfinimi ne, thus generating the second C-Si bond. This method allows sequential functionalization of the two hydrides in diphenylsilane by chemoselective discrimination.

Reactions of symmetrical and unsymmetrical disilanes in the presence of Cp2MCl2/nBuli ( M = Ti, Zr, Hf)

The reactions of disilanes with catalytic quantities of Cp2MCl2/n BuLi (M = Ti, Zr) and cis-cyclooctene in a disilane/cyclooctene/metal ratio of approximately 30 : ≥ 30: 1 exhibited rapid formation of monosilanes and trisilanes. The product distributions produced from H(PhMeSi)2H, H(BuMeSi)2H (symmetrical disilanes) and from HPh2SiSiPhMeH, HPhMeSiSiMe2H, HPhMeSiSiPrMeH and HPh2SiSiPhH2 (unsymmetrical disilanes) were determined by GCMS in all cases and the trisilanes from HPh2SiSiPhMeH and HPhMeSiSiMe2 H were isolated and characterized spectroscopically. Major and minor isomers of Ph4Me2Si3H2 and Ph5MeSi3H2 (formed from HPh2SiSiPhMeH) and of PhMe5Si3H2 and Ph2Me4Si3H2 (formed from HPhMeSiSiMe2H) were identified. Analysis of the product distribution in these reactions indicated that both Si-Si bond cleavage and Si-H dehydrocoupling of the starting disilane occurs. Rationalization of the product distributions and apparent isomer preferences through both σ-bond metathesis steps and metal silylene intermediates is presented. The rapid reaction of the Si-Si bond in H(SiPhMe)χH was found to be characteristic of the disilane and occurred only to a minor extent in the trisilane and was absent in the tetrasilane.

Unimolecular chain transfer (UMCT) reactions: concepts, preliminary results with silicon hydrides, and future potential

Most radical reactions are conducted by chain methods that have bimolecular chain transfer steps.It is proposed that unimolecular chain transfer (UMCT) reactions should have advantages for conducting difficult radical transformations.The concepts of the U