109629-96-1

Basic information

• Product Name: (2,2,2-trifluoroethoxy)dimethylphenylsilane
• Synonyms: (2,2,2-trifluoroethoxy)dimethylphenylsilane
• CAS NO: 109629-96-1
• Molecular Weight: 234.293
• Mol File: 109629-96-1.mol
• Article Data: 4

Chemical Properties

• CAS DataBase Reference: (2,2,2-trifluoroethoxy)dimethylphenylsilane(CAS DataBase Reference)
• NIST Chemistry Reference: (2,2,2-trifluoroethoxy)dimethylphenylsilane(109629-96-1)
• EPA Substance Registry System: (2,2,2-trifluoroethoxy)dimethylphenylsilane(109629-96-1)

Safety Data

• Hazardous Substances Data: 109629-96-1(Hazardous Substances Data)

Upstream product

• 1833-51-8 chloromethyldimethylphenylsilane 
• 75-89-8 2,2,2-trifluoroethanol 
• 1252913-80-6 1-(dimethylphenylsilyl)-3,3-dimethyl-2-butyl trifluoroacetate 
• 1252913-97-5 1-(dimethylphenylsilyl)-3,3-dimethyl-2-butanol 
• 108-86-1 bromobenzene 
• 151623-41-5 Dimethyl-phenyl-(2,2,2-trifluoro-1-trifluoromethyl-ethoxy)-silane 
• 89813-13-8 Dimethyl-phenyl-prop-2-ynyloxy-silane 
• 74027-98-8 Dimethyl-phenyl-(4-bromphenoxy)-silan 
• 17915-17-2 phenoxydimethylphenylsilane 
• 1825-58-7 dimethyl(ethoxy)phenylsilane 
• 42073-34-7 Phenyl-dimethyl-p-methylphenoxysilan 
• 151623-37-9 Phenyldimethyl(2'-methoxyethoxy)silan 
• 17988-21-5 dimethyl(isopropoxy)phenylsilane 

Relevant articles and documents

Evidence for a concerted mechanism in the solvolysis of phenyldimethylsilyl ethers

The trifluoroethoxide-catalyzed trifluoroethanolysis and the hydroxide-catalyzed hydrolysis of a series of phenyldimethylsilyl ethers were examined. A Bronsted plot of the logarithm of the second-order rate constant KTFE for reaction with trifluoroethanol against the pKLG is not linear. The nonlinear plot might be taken as evidence for a change in rate-determining step of a reaction that proceeds through a pentavalent intermediate. However, the Bronsted plot for the hydroxide-catalyzed hydrolysis, where all the leaving groups are of lower pKa than hydroxide, has an identical shape as the Bronsted plot for the trifluoroethanolysis reaction. Therefore, the unusual shape of the Bronsted plots is not due to a change in rate-determining step. It is suggested that the results are most consistent with a one-step concerted mechanism and not with a mechanism involving a pentavalent intermediate.

The β-silicon effect. 4: Substituent effects on the solvolysis of 1-alkyl-2-(aryldimethylsilyl)ethyl trifluoroacetates

Solvolysis rates of 2-(aryldimethylsilyl)-1-methylethyl and 2-(aryldimethylsilyl)-1-tert-butylethyl trifluoroacetates were determined conductimetrically in 60% (v/v) aqueous ethanol. The effects of aryl substituents at the silicon atom on the solvolysis rates at 50 °C were correlated with σmacr; parameters of r+ = 0.15 with the Yukawa-Tsuno equation, giving ρ values of-1.5 for both secondary α-Me and α-tert-Bu systems. The ρ values for those secondary systems are less negative than-1.75 for the 2-(aryldimethylsilyl)ethyl system that proceeds by the Eaborn (non-vertical) mechanism, while they are distinctly more negative than-0.99 for 2-(aryldimethylsilyl)-1-phenylethyl system that should proceed by the Lambert (vertical) mechanism. There was a fairly linear relationship between the reaction constants (ρ) for the β-silyl substituent effects and the solvolysis reactivities for a series of β-silyl substrates. The solvolyses of the α-Me and tert-Bu substrates proceed through the transition state (TS) with an appreciable degree of the β-silyl participation, close to the Eaborn (non-vertical) TS rather than to the Lambert (vertical) TS. Copyright