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Oxidation of trifluoroethanol yields trifluoroacetic acid. It also serves as a source of the trifluoroethoxy group for various chemical reactions (Still-Gennari modification of HWE reaction). 2,2,2-Trifluoroethyl vinyl ether, an inhaled drug introduced clinically under the tradename Fluoromar, features a vinyl ether of trifluorethanol.
In this reaction, DMF acts both as the solvent and the formylation agent. [7] Vapour-phase oxidation of trifluoroethanol also gives fluoral. [5] Photolysis of fluoral gives fluoroform, hexafluoroethane and carbon monoxide, along with some hydrogen. [8]
Such reactions are often catalysed by metal fluorides such as chromium trifluoride. ... 2,2,2-trifluoroethanol is an oxidation-resistant polar solvent. [34]
Tris(2,2,2-trifluoroethyl) borate can be prepared by reaction of trifluoroethanol with boron trichloride, borane dimethylsulfide, boron tribromide, or boric anhydride. The latter is more convenient for larger scale preparations due to its low cost and ease of handling. [4] CF 3 CH 2 OH + B 2 O 3 → B(OCH 2 CF 3) 3. The product is purified by ...
Trifluoroethanol and hexafluoroisopropanol are used as solvents in research. [4] Fluorotelomer alcohols are precursors to perfluorocarboxylic acids. Pirkle's alcohol is used a chiral shift reagent in nuclear magnetic resonance spectroscopy.
TFA is the precursor to many other fluorinated compounds such as trifluoroacetic anhydride, trifluoroperacetic acid, and 2,2,2-trifluoroethanol. [4] It is a reagent used in organic synthesis because of a combination of convenient properties: volatility, solubility in organic solvents, and its strength as an acid. [7]
The reaction usually requires a catalyst, such as concentrated sulfuric acid: R − OH + R ′ − CO 2 H R ′ − CO 2 R + H 2 O {\displaystyle {\ce {R-OH + R'-CO2H -> R'-CO2R + H2O}}} Other types of ester are prepared in a similar manner−for example, tosyl (tosylate) esters are made by reaction of the alcohol with 4-toluenesulfonyl ...
The reaction mechanism of the Mitsunobu reaction is fairly complex. The identity of intermediates and the roles they play has been the subject of debate. Initially, the triphenyl phosphine (2) makes a nucleophilic attack upon diethyl azodicarboxylate (1) producing a betaine intermediate 3, which deprotonates the carboxylic acid (4) to form the ion pair 5.