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Methyl trifluoromethanesulfonate, also commonly called methyl triflate and abbreviated MeOTf, is the organic compound with the formula CF 3 SO 2 OCH 3.It is a colourless liquid which finds use in organic chemistry as a powerful methylating agent. [2]
Methyl fluorosulfonate is a highly electrophilic reagent for methylation. It is ranked as less powerful than methyl trifluoromethanesulfonate. It is ranked as less powerful than methyl trifluoromethanesulfonate.
It was also used in Takahashi Taxol total synthesis and in chemical glycosylation reactions. [5]Trimethylsilyl trifluoromethanesulfonate has a variety of other specialized uses.
Folin's reagent or sodium 1,2-naphthoquinone-4-sulfonate is a chemical reagent used as a derivatizing agent to measure levels of amines and amino acids. [1] The reagent reacts with them in alkaline solution to produce a fluorescent material that can be easily detected.
It is used to prepare alkyl triflates from alkyl halides: [5] CF 3 SO 2 OAg + RX → CF 3 SO 2 OR + AgX (X = iodide usually). In coordination chemistry, the salt is also useful to replace halide ligands with the more labile triflate ligand.
In the laboratory, triflic acid is useful in protonations because the conjugate base of triflic acid is nonnucleophilic. It is also used as an acidic titrant in nonaqueous acid-base titration because it behaves as a strong acid in many solvents (acetonitrile, acetic acid, etc.) where common mineral acids (such as HCl or H 2 SO 4) are only moderately strong.
Sodium trifluoromethanesulfinate (CF 3 SO 2 Na) is the sodium salt of trifluoromethanesulfinic acid. Together with t-butyl hydroperoxide, an oxidant, this compound was found to be a suitable reagent for introducing trifluoromethyl groups onto electron-rich aromatic compounds by Langlois; this reagent is also known as the Langlois reagent.
A triflate group is an excellent leaving group used in certain organic reactions such as nucleophilic substitution, Suzuki couplings and Heck reactions.Since alkyl triflates are extremely reactive in S N 2 reactions, they must be stored in conditions free of nucleophiles (such as water).
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