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Triflate information


Triflate group
Triflate anion

In organic chemistry, triflate (systematic name: trifluoromethanesulfonate), is a functional group with the formula R−OSO2CF3 and structure R−O−S(=O)2−CF3. The triflate group is often represented by −OTf, as opposed to −Tf, which is the triflyl group, R−SO2CF3. For example, n-butyl triflate can be written as CH3CH2CH2CH2OTf.

The corresponding triflate anion, CF3SO3, is an extremely stable polyatomic ion; this comes from the fact that triflic acid (CF3SO3H) is a superacid; i.e. it is more acidic than pure sulfuric acid, already one of the strongest acids known.

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Triflate

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triflate (systematic name: trifluoromethanesulfonate), is a functional group with the formula R−OSO2CF3 and structure R−O−S(=O)2−CF3. The triflate group...

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Lithium triflate

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Lithium triflate (lithium triflouromethanesulfonate or LiOTf) is a salt with the chemical formula LiCF3SO3. It is composed of the lithium cation (Li+)...

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Zinc triflate

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Zinc trifluoromethanesulfonate or zinc triflate is the zinc salt of trifluoromethanesulfonic acid. It is commonly used as a Lewis acid catalyst, e.g. in...

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Silver trifluoromethanesulfonate

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Silver trifluoromethanesulfonate, or silver triflate is the triflate (CF3SO3−) salt of Ag+. It is a white or colorless solid that is soluble in water and...

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Trimethylsilyl trifluoromethanesulfonate

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Umemoto, Teruo; Tomita, Kyoichi; Kawada, Kosuke (1990). "N-Fluoropyridinium Triflate: An Electrophilic Fluorinating Agent". Organic Syntheses. 69: 129. doi:10...

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Lanthanide trifluoromethanesulfonates

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Lanthanide triflates are triflate salts of the lanthanides. These salts have been investigated for application in organic synthesis as Lewis acid catalysts...

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Methyl trifluoromethanesulfonate

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Methyl trifluoromethanesulfonate, also commonly called methyl triflate and abbreviated MeOTf, is the organic compound with the formula CF3SO2OCH3. It is...

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Photoacid

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photodissociation is triphenylsulfonium triflate. This colourless salt consists of a sulfonium cation and the triflate anion. Many related salts are known...

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Sulfonate

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stability of sulfonate anions, the cations of sulfonate salts such as scandium triflate have application as Lewis acids. A classic preparation of sulfonates is...

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Methyl group

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SN2 pathway: CH3OH + H+ → [CH3OH2]+ Similarly, methyl iodide and methyl triflate are viewed as the equivalent of the methyl cation because they readily...

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Leaving group

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Thus, the most commonly encountered organic triflates are methyl triflate and alkenyl or aryl triflates, all of which cannot form stable carbocations...

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Triflic acid

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+ H2O + 3 H2}}} The resulting CF3SO2F is hydrolyzed, and the resulting triflate salt is reprotonated. Alternatively, trifluoromethanesulfonic acid arises...

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Dibutylboron trifluoromethanesulfonate

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Dibutylboron trifluoromethanesulfonate (also called dibutylboron triflate or DBBT) is a reagent in organic chemistry. Its chemical formula is C9H18BF3O3S...

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Photocatalytic water splitting

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light-driven "closed cycle of water splitting using ansa-titanocene(III/IV) triflate complexes". An Indium gallium nitride (InxGa1-xN) photocatalyst achieved...

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Heck reaction

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Mizoroki–Heck reaction) is the chemical reaction of an unsaturated halide (or triflate) with an alkene in the presence of a base and a palladium catalyst to form...

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Dimethyl sulfate

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use as a laboratory reagent has been superseded to some extent by methyl triflate, CF3SO3CH3, the methyl ester of trifluoromethanesulfonic acid. Dimethyl...

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Sonogashira coupling

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the Pd0 cycle begins with the oxidative addition of the aryl halide or triflate to the Pd0 catalyst, forming complex B and activating aryl halide substrate...

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Scandium

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Y3+ and La3+ ions, coordination numbers of 8 and 9 are common. Scandium triflate is sometimes used as a Lewis acid catalyst in organic chemistry. Scandium...

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Trimethyloxonium tetrafluoroborate

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methylation, being stronger than methyl sulfonate esters, including methyl triflate and methyl fluorosulfonate ("magic methyl"). Only the exotic dimethylhalonium...

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Samarium

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as well as dehydration and dehydrogenation of ethanol. Samarium(III) triflate Sm(OTf)3, that is Sm(CF3SO3)3, is one of the most efficient Lewis acid...

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List of copper salts

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thiocyanate Cu(SCN)2 Thiocyanate (thiocyanic acid) Copper(II) triflate Cu(OSO2CF3)2 Triflate (triflic acid) Copper(II) tetrafluoroborate Cu(BF4)2 Tetrafluoroborate...

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Silyl ether

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the compound is simplified. A common hindered base for use with silyl triflates is 2,6-lutidine. Primary alcohols can be protected in less than one hour...

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Methylation

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more powerful (and more dangerous) methylating reagents include methyl triflate, diazomethane, and methyl fluorosulfonate (magic methyl). These reagents...

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Benzyl group

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can be used to install the PMB group in presence of: Scandium (III) triflate (Sc(OTf)3) in toluene at 0 °C Trifluoromethanesulfonic acid (TfOH) in dichloromethane...

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Mesylate

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recognized as the mineral ernstburkeite. It is extremely rare. Tosylate Triflate, the fluorinated analog of mesylate. International Nonproprietary Names...

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