132274-46-5

Basic information

• Product Name: Silane, dimethylphenyl(2-phenyl-1,3-dithian-2-yl)-
• CAS NO: 132274-46-5
• Molecular Formula: C18H22S2Si
• Molecular Weight: 330.59
• Mol File: 132274-46-5.mol

Chemical Properties

• CAS DataBase Reference: Silane, dimethylphenyl(2-phenyl-1,3-dithian-2-yl)-(CAS DataBase Reference)
• NIST Chemistry Reference: Silane, dimethylphenyl(2-phenyl-1,3-dithian-2-yl)-(132274-46-5)
• EPA Substance Registry System: Silane, dimethylphenyl(2-phenyl-1,3-dithian-2-yl)-(132274-46-5)

Safety Data

• Hazardous Substances Data: 132274-46-5(Hazardous Substances Data)

Upstream product

• 5425-44-5 2-Phenyl-[1,3]dithiane 
• 768-33-2 phenyldimethylsilyl chloride 
• 100-52-7 benzaldehyde 

Downstream Products

• 17909-51-2 (dimethyl(phenyl)silyl)(phenyl)methanone 
• 135987-50-7 (+/-)-1-phenyl-1-(dimethylphenylsilyl)methanol 

Relevant articles and documents

Synthesis of Chiral α-Aminosilanes through Palladium-Catalyzed Asymmetric Hydrogenation of Silylimines

The asymmetric hydrogenation of silylimines was first developed by using a palladium complex of a P-stereogenic diphosphine ligand as the catalyst, affording the valuable chiral α-aminosilanes with quantitative conversions and excellent enantioselectiviti

Nickel-Catalyzed Synthesis of Silanes from Silyl Ketones

An unprecedented nickel-catalyzed decarbonylative silylation via CO extrusion intramolecular recombination fragment coupling of unstrained and nondirecting group-Assisted silyl ketones is described. The inexpensive and readily available catalyst performs

Oxidative [1,2]-Brook Rearrangements Exploiting Single-Electron Transfer: Photoredox-Catalyzed Alkylations and Arylations

Oxidative [1,2]-Brook rearrangements via hypervalent silicon intermediates induced by photoredox-catalyzed single-electron transfer have been achieved, permitting the formation of reactive radical species that can engage in alkylations and arylations.

Can relief of ring-strain in a cyclopropylmethyllithium drive the Brook rearrangement?

α-Cyclopropyl-α-trialkylsilyl alkoxides were formed either by addition of cyclopropyllithiums to acylsilanes or by addition of organolithiums to a cyclopropylformylsilane. [1,2]-Brook rearrangement led to α-silyloxy organolithiums which on warming underwent cyclopropane ring opening and [1,5]-retro-Brook rearrangement to yield γ-silyl ketones. Despite the favourability of the cyclopropane ring opening, the Brook rearrangement still required the presence of an anion stabilising group to proceed. β-Silylketones were similarly formed by Brook-retro-Brook rearrangement on warming acylsilanes with a vinyllithium.

Reactions of Acyl Silanes with Fluoride Ion

Acyl silanes react with fluoride ion to give products arising either from intermediates equivalent to acyl anions or from rearrangement involving alkyl group migration from the silicon atom to the carbonyl carbon atom, depending upon acyl silane structure and reaction conditions.