90106-90-4

Basic information

• Product Name: Silane, (bromomethyl)dimethyl[(3-phenyl-2-propenyl)oxy]-, (E)-
• CAS NO: 90106-90-4
• Molecular Formula: C12H17BrOSi
• Molecular Weight: 285.256
• Mol File: 90106-90-4.mol

Chemical Properties

• CAS DataBase Reference: Silane, (bromomethyl)dimethyl[(3-phenyl-2-propenyl)oxy]-, (E)-(CAS DataBase Reference)
• NIST Chemistry Reference: Silane, (bromomethyl)dimethyl[(3-phenyl-2-propenyl)oxy]-, (E)-(90106-90-4)
• EPA Substance Registry System: Silane, (bromomethyl)dimethyl[(3-phenyl-2-propenyl)oxy]-, (E)-(90106-90-4)

Safety Data

• Hazardous Substances Data: 90106-90-4(Hazardous Substances Data)

Upstream product

• 16532-02-8 bromomethyldimethylsilyl chloride 
• 104-54-1 3-Phenylpropenol 
• 4407-36-7 (2E)-3-phenyl-2-propen-1-ol 

Downstream Products

• 2612-30-8 2-benzyl-1,3-propanediol 
• 203131-57-1 2-benzyl-4,4,5-trimethyl-4-silahex-5-en-1-ol 
• 203131-58-2 2-benzyl-4,4,5-trimethyl-4-silahex-5-enal 
• 312636-45-6 4-Benzyl-2,2-dimethyl-[1,2]oxasilolane 
• 90107-01-0 rac-2-hydroxymethyl-3-phenyl-propyl acetate 

Relevant articles and documents

Stereoselective synthesis of silacyclohexanols by silicon tethered Type II ene cyclisation

Vinyl silane precursors for intramolecular ene reaction were prepared either by sequential organometallic substitution of appropriate silyl halides or by ring opening of oxasilacyclopentanes with 2-propenyllithium. The oxasilacyclopentane intermediates were prepared by free-radical cyclisation, intramolecular hydrosilylation, or intramolecular Diels-Alder reaction. Treatment of the ene precursors with methylaluminium dichloride resulted in the formation of silacyclohexanols with high stereoselectivity. (C) 2000 Elsevier Science Ltd.

Oxasilacyclopentanes as intermediates for silicon tethered ene cyclisations

Oxasilacyclopentanes 3, generated by either free-radical cyclisation, intramolecular hydrosilylation, or silicon tethered Diels-Alder reaction, may be efficiently opened with 2-propenyl-lithium and the product alcohols oxidised to prepare precursors 2 for silicon tethered ene cyclisation. Efficient and highly stereoselective ene reactions have been achieved with these precursors.

Silylmethyl Radical Cyclization: New Stereoselective Method for 1,3-Diol Synthesis from Allylic Alcohols

Cyclizations of (bromomethyl)dimethylsilyl allylic ethers by treatment with tri-n-butyltin hydride in a free-radical process followed by oxidation in a one-pot manner with hydrogen peroxide gave th corresponding 1,3-diols predominantly with high stereoselectivity.