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Other electrophilic aromatic substitution reactions can also be promoted with trifluoroacetic anhydride, including nitration, sulfonation and nitrosylation. [2] Similar to acetic anhydride, trifluoroacetic anhydride can be used as a dehydrating agent and as an activator for the Pummerer rearrangement. [4]
As the anhydride will form trifluoroacetic acid in contact with water, an excess of the anhydride also serves to remove the solvent from the peroxide reactant: [9] CF 3 COOCOCF 3 + H 2 O → 2 CF 3 COOH. A more dilute hydrogen peroxide solution (30%) can be used to form trifluoroperacetic acid for some reactions from trifluoroacetic acid. [2] CF
Trifluoroacetic acid in a beaker. 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 ...
This page contains tables of azeotrope data for various binary and ternary mixtures of solvents. The data include the composition of a mixture by weight (in binary azeotropes, when only one fraction is given, it is the fraction of the second component), the boiling point (b.p.) of a component, the boiling point of a mixture, and the specific gravity of the mixture.
When using oxalyl chloride as the dehydration agent, the reaction must be kept colder than −60 °C to avoid side reactions. With cyanuric chloride [11] or trifluoroacetic anhydride [12] instead of oxalyl chloride, the reaction can be warmed to −30 °C without side reactions.
Trifluoroacetonitrile can be produced by dehydration of trifluoroacetamide with trifluoroacetic anhydride in pyridine or carbon tetrachloride. [2] [3] This synthesis route was first described by Frédéric Swarts in 1922. [4] Trifluoroacetonitrile can also be produced by reacting 1,1,1-trichloro-2,2,2-trifluoroethane and ammonia at 610 °C. [5]
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.
Trifluoromethanesulfonic anhydride, also known as triflic anhydride, is the chemical compound with the formula (CF 3 SO 2) 2 O. It is the acid anhydride derived from triflic acid . This compound is a strong electrophile , useful for introducing the triflyl group , CF 3 SO 2 .