99542-59-3

Basic information

• Product Name: Methanesulfonic acid, trifluoro-, dimethylphenylsilyl ester
• CAS NO: 99542-59-3
• Molecular Formula: C9H11F3O3SSi
• Molecular Weight: 284.331
• Mol File: 99542-59-3.mol
• Article Data: 5

Chemical Properties

• CAS DataBase Reference: Methanesulfonic acid, trifluoro-, dimethylphenylsilyl ester(CAS DataBase Reference)
• NIST Chemistry Reference: Methanesulfonic acid, trifluoro-, dimethylphenylsilyl ester(99542-59-3)
• EPA Substance Registry System: Methanesulfonic acid, trifluoro-, dimethylphenylsilyl ester(99542-59-3)

Safety Data

• Hazardous Substances Data: 99542-59-3(Hazardous Substances Data)

Upstream product

• 83515-02-0 (Hydroxymethyl)methylphenylsilan 
• 768-33-2 phenyldimethylsilyl chloride 
• 766-77-8 Dimethylphenylsilane 
• 2923-28-6 silver trifluoromethanesulfonate 
• 1123-56-4 2,6-dimethylbenzaldehyde 
• 529-20-4 2-methylphenyl aldehyde 
• 630-19-3 pivalaldehyde 
• 100-52-7 benzaldehyde 
• 3457-45-2 p-formylacetophenone 
• 110-62-3 pentanal 
• 14371-10-9 (E)-3-phenylpropenal 
• 99542-58-2 (methylphenylsilyl)methyl trifluoromethanesulfonate 
• 1493-13-6 trifluorormethanesulfonic acid 
• 778-24-5 Dimethyldiphenylsilane 

Downstream Products

• 27607-78-9 bis(trifluoromethanesulfonyloxy)dimethylsilane 
• 443988-50-9 benzyl 2-dimethyl(phenyl)silyl-2-diazoacetate 

Relevant articles and documents

Silver-catalyzed hydrosilylation of aldehydes

Silver triflate, either alone or in the presence of an appropriate phosphine or NHC ligand, has been shown to catalyze the chemoselective hydrosilylation of aromatic and aliphatic aldehydes to yield silyl ethers, thus representing the first systematic app

Esters of (Hydroxymethyl)diorganylsilanes: Synthesis and Thermally Induced Rearrangement

Twenty silanes of the type R1R2Si(H)CH3OR3 (A) were synthesized 1,R2 = Me, Ph, 1-naphthyl, PhCH2, Me3SiCH2; OR3 = OC(O)Me, OC(O)CF3, OS(O)CF3, OP(O)Ph2, OC(O)Cl> and studied for their thermal behaviour.The silanes A undergo a thermally induced rearrangement to give the corresponding silanes R1R2Si(OR3)Me (B).For compounds with OR3 = OC(O)Cl, an additional decarboxylation takes place to yield the chlorosilanes R1R2Si(Cl)Me.Except for the derivatives with OR3 = OC(O)Cl, the energetic (reaction enthalpy) and kinetic data (reaction order, frequency factor, enthalpy and entropy of activation) of these reactions were studied by means of differential scanning calorimetry (DSC).In addition the kinetics of all reactions were investigated by 1H-NMR spectroscopy.The transition state of the rearrangement was investigated by an ab initio study based on the model compound H3SiCH2OC(O)H MeH2SiOC(O)H>.The theoretical data and the experimentally obtained energetic and kinetic data are discussed in terms of mechanistic aspects of the rearrangement reaction A -> B.

A New in situ Preparation of Trimethylsilyl Trifluoromethanesulfonate by Thermally Induced Rearrangement

A new in situ preparation of trimethylsilyl trifluoromethanesulfonate (3) is described: 3 is generated by a thermally induced rearrangement of (dimethylsilyl)methyl trifluoromethanesulfonate (2), which can be prepared by reaction of (CH3)2Si(H)CH2OH (1) with (CF3SO2)2O.Starting with C6H5(CH3)Si(H)CH2OH (5), the derivative (methylphenylsilyl)methyl trifluoromethanesulfonate (6) can be obtained by a similar method.Its thermally induced rearrangement leads to dimethylphenylsilyl trifluoromethanesulfonate (7).The rearrangements 2 to 3 and 6 to 7 were found to be first-order reactions with half-lifes at 80 deg C of 0.75 and 1.7 h, respectively.