3098-82-6

Upstream product

• 1560-28-7 pentamethylchlorodisilane 
• 100-39-0 benzyl bromide 
• 18209-62-6 (pentamethyldisilanyl)methylmagnesium chloride 
• 108-90-7 chlorobenzene 
• 33559-04-5 1,1,2,2-Tetrachloro-1-chloromethyl-2-methyl-disilane 
• 75-16-1 methylmagnesium bromide 
• 71-43-2 benzene 
• 131123-33-6 α-(pentamethyldisilanyl)benzyl bromide 
• 64-17-5 ethanol 
• 350832-24-5 2-phenyl-2-(pentamethyldisilanyl)-1,3-dithiane 
• 67-63-0 isopropyl alcohol 
• 5425-44-5 2-Phenyl-[1,3]dithiane 

Downstream Products

• 100-52-7 benzaldehyde 
• 103-29-7 1,1'-(1,2-ethanediyl)bisbenzene 
• 126181-81-5 2-[phenyl(trimethylsilyl)methyl]malononitrile 

Relevant academic research and scientific papers

Synthesis, structure, and photochemistry of 2-silyl-and 2-disilanyl-2-aryl-1,3-dithiane derivatives

A series of 2-silyl-and 2-disilanyl-substituted 2-aryl-1,3-dithiane derivatives were prepared by the reactions of 2-aryl-2-lithio-1,3-dithianes with the corresponding chlorosilanes. Photolysis of 2-phenyl-2-(pentamethyldisilanyl)-1,3-dithiane resulted in the intermediary formation of 1,1-dimethyl-2-phenyl-2-(trimethylsilyl)-1-silaethene.

Silicon Effects. III. Rates and Products for Solvolysis of α-(Pentamethyldisilanyl)benzyl Halides and 1,1,2,2-Tetramethyl-1,2-disilaindan-3-yl Chloride. Structure and Stability of α-(Pentamethyldisilanyl)benzyl Cation in Solution

Detailed kinetic and products studies have been made on solvolysis of α-(pentamethyldisilanyl)benzyl halides (1a-X; X=Cl and Br) and 1,1,2,2-tetramethyl-1,2-disilaindan-3-yl chloride (2-Cl) in various solvents.The solvolysis of 1a-X at 25 deg C is characterized by (1) a complete 1,2-SiMe3 rearrangement in the products, (2) m (sensitivity to the solvent ionizing power Yx) values of 0,98 (X=Cl) and 0,91 (X=Br) for the solvolysis in aq acetone, (3) α-deuterium isotope effects of 1,167 and 1,163 for 1a-Cl in 97percent aq 2,2,2-trifluoroethanol (TFE) and 40percent aq ethanol respectively, and (4) substituent effect expressed by a Yukawa-Tsuno LArSR equation: log k/kH=-3,71(?0+1,16Δ?+R) for the solvolysis of 1a-Cl and the p-Me, m-Me, p-Cl, and m-Cl derivatives in 40percent aq ethanol.These findings are consistent with kc mechnism.The relative rates for 1a-Br, α-(trimethylsilyl)benzyl bromide, and α-(1-butyldimethylsilyl)benzyl bromide are 1,07*1E5:0,54:1.0 in 97percent aq TFE at 25 deg C indicating solvolytic generation of α-(pentamethyldisilanyl)benzyl cation to be ca. 7 kcal mol-1 energetically more favorable than that of the corresponding α-(trialkylsilyl)benzyl cations.In contrast, 2-Cl solvolyzes 0,209 times less rapidly than does 2,2-dimethyl-2-silaindan -1-yl chloride in 97percent aq TFE indicating that a β-Si-Si ? bond orthogonal to the leaving group does not enhance the rate of ionization at all.