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Home > Product > Organic Building Blocks > Organic Silicon Compounds > Other Organosilicon > Trimethylsilyl trifluoromethanesulfonate

Trimethylsilyl trifluoromethanesulfonate | CAS Number: 27607-77-8

Catalog Number
ACM27607778
Product Name
Trimethylsilyl trifluoromethanesulfonate
Structure
CAS Number
27607-77-8
EC Number
248-565-4
IUPAC Name
trimethylsilyltrifluoromethanesulfonate
Synonyms
TMS triflate; Trifluoromethanesulfonic acid trimethylsilyl ester; Trifluoromethanesulfonic Acid Trimethylsilyl Ester; Trimethylsilyl trifluoromethylsulfonate; trifluoromethanesulphonic acid trimethylsilyl ester; trimethylsilyl trifluoromethylsulphonate; trimethylsilyl trifluoromethane-sulphonate; [(Trifluoromethane-sulfonyl)oxy]trimethylsilane; Silane TMS-triflate; TMSOTf; Trifluoromethanesulfonic acid trimethylsilylester; Trimethylsilyl Trifluoromethanesulfonate [Trimethylsilylating Agent]; Trimethylsilyl Triflate; Trimethylsilyl triflate;
Category
Organicacyloxysilane
Molecular Weight
222.26
Exact Mass
221.99900
Molecular Formula
C4H9F3O3SSi
Boiling Point
140ºC
Flash Point
25ºC
Density
1.225
Purity
95%+
Appearance
Transparent liquid
SMILES
C[Si](C)(C)OS(=O)(=O)C(F)(F)F
InChIKey
FTVLMFQEYACZNP-UHFFFAOYSA-N
Safty Description
S16-S26-S36/37/39-S45-S8
Hazard Statements
C:Corrosive
WGK Germany
3
Stability
Stable at room temperature in closed containers under normal storage and handling conditions.
Packing Group
III
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1Catalytic Selenium-Promoted Intermolecular Friedel-Crafts Alkylation with Simple Alkenes.

Tang E1, Zhao Y1, Li W1, Wang W1, Zhang M1, Dai X1.

Org Lett. 2016 Mar 4;18(5):912-5. doi: 10.1021/acs.orglett.5b03579. Epub 2016 Feb 16.

A method for conducting selenium-promoted intermolecular Friedel-Crafts (F-C) alkylation reactions has been developed with simple alkenes using trimethylsilyl trifluoromethanesulfonate as a catalyst and N-phenylselenophthalimide as an efficient selenium source. Electron-rich arenes smoothly underwent F-C alkylation with a variety of alkenes to afford alkylated products in good yield and with high regioselectivity and diastereoselectivity. The regioselectivity and stereoselectivity of arenes and alkenes as well as a preliminary mechanism of the F-C alkylation reaction are discussed.

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Tel:1-201-478-8534
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