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Trimethylsulfonium triflate, also known as (Me3S)OTf, is a colorless, crystalline solid that serves as a highly reactive and electrophilic reagent in organic chemistry. It is derived from trimethylsulfonium ion (Me3S) and trifluoromethanesulfonate (triflate) ion (OTf). trimethylsulfonium triflate is widely used as a methylating agent, a catalyst, and a promoter in various chemical reactions, including the formation of carbon-carbon bonds, carbon-heteroatom bonds, and the conversion of alcohols to alkyl halides. Trimethylsulfonium triflate is known for its stability, ease of handling, and high reactivity, making it a valuable tool in synthetic chemistry.

60288-40-6

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60288-40-6 Usage

Check Digit Verification of cas no

The CAS Registry Mumber 60288-40-6 includes 8 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 5 digits, 6,0,2,8 and 8 respectively; the second part has 2 digits, 4 and 0 respectively.
Calculate Digit Verification of CAS Registry Number 60288-40:
(7*6)+(6*0)+(5*2)+(4*8)+(3*8)+(2*4)+(1*0)=116
116 % 10 = 6
So 60288-40-6 is a valid CAS Registry Number.

60288-40-6Relevant academic research and scientific papers

Tris(trimethylsilyl)sulfonium and Methylbis(trimethylsilyl)sulfonium Ions: Preparation, NMR Spectroscopy, and Theoretical Studies

Prakash, G. K. Surya,Bae, Chulsung,Wang, Qunjie,Rasul, Golam,Olah, George A.

, p. 7646 - 7649 (2000)

Tris(trimethylsilyl)sulfonium 1 and methylbis(trimethylsilyl)sulfonium 2 ions were prepared as long-lived species by reacting trimethylsilane and trityl tetrakis(pentafluorophenyl)borate (Ph3C+ TPFPB) in the presence of precursor sulfides and characterized by 1H, 13C, and 29Si NMR spectroscopy at -78°C. Attempted preparation of dimethyl(trimethylsilyl)sulfonium ion under similar conditions failed as a result of the formation of the more stabilized trimethylsulfonium ion. Structures, and 13C and 29Si NMR chemical shifts were calculated by density functional theory (DFT)IGLO methods. The calculated results agree well with the experimental data.

Reductive elimination from platinum(IV) aminotroponiminate dimethyl complexes promoted by sterically hindered lewis bases

Traversa, Elise,Templeton, Joseph L.,Cheng, Hiu Yan,Mohadjer Beromi, Megan,White, Peter S.,West, Nathan M.

, p. 1938 - 1950 (2013/05/09)

A series of PtII and PtIV aminotroponimate (ATI = N-tolyl-aminotroponiminate) complexes has been prepared. The PtII complex (ATI)Pt(CH3)(SMe2) (1a) is synthesized from the reaction of [Li][ATI] with (Me)(Cl)Pt(SMe2)2. Addition of either ethylene or carbon monoxide to 1a results in the formation of (ATI)Pt(CH3)(η2-C2H4) (1b) or (ATI)Pt(CH3)(CO) (1c), respectively. Oxidative addition of MeOTf or MeI to 1a results in formation of the PtIV complex [(ATI)Pt(CH 3)2(X)(SMe2)] (X = OTf (3), I (2)). Complex 3 reacts with isocyanides, which replace the triflate ligand to form [(ATI)Pt(CH3)2(CNR)(SMe2)][OTf] (4). Complex 3 also undergoes ligand substitution reactions with azide or cyanide to form (ATI)Pt(CH3)2(N3)(SMe2) (5a) or (ATI)Pt(CH3)2(CN)(SMe2) (5b). Addition of PR3 results in the substitution product [(ATI)Pt(CH3) 2(PR3)(SMe2)][OTf] for phosphines with cone angles ≤136 (P(OMe)3, PMe3, PMe2Ph). The PtIV complex [(ATI)Pt(CH3)2(PPh 2Me)(SMe2)][OTf] (6c) reductively eliminates [PMe 2Ph2][OTf] or [SMe3][OTf] to form the Pt II complex (ATI)Pt(CH3)(PPh2Me) (7a) in solution at room temperature. Addition of 1 equiv of PPh3, which has a cone angle of 145, results in the formation of 50% of PtII(ATI) Pt(CH3)(PR3) and [MePPh3][OTf]. Reaction of 3 with PCy3, which has a cone angle of 170, yields complete and immediate conversion to (ATI)Pt(CH3)(SMe2) and [MePCy 3][OTf].

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