407-25-0 Usage
Chemical Description
Trifluoroacetic anhydride is a reagent used for acylation reactions.
Description
Trifluoroacetic anhydride is a clear, colorless liquid that serves as a versatile reagent in various chemical processes due to its unique properties. It is characterized by its ability to act as a desiccant for trifluoroacetic acid and its involvement in the protection of carboxyl and amino groups through trifluoroacetylation.
Uses
Used in Analytical Chemistry:
Trifluoroacetic anhydride is used as an analytical reagent for the introduction of trifluoroacetyl groups in organic synthesis. This modification is essential for the preparation of Nand O-trifluoroacetyl derivatives of a wide range of biologically active compounds, which are then subjected to gas chromatography analysis.
Used in Pharmaceutical Industry:
In the pharmaceutical industry, trifluoroacetic anhydride is utilized as a dehydration condensing agent and a catalyst. Its role in the synthesis of various drugs and active pharmaceutical ingredients is crucial, as it aids in the formation of desired molecular structures.
Used in Agrochemical Industry:
Trifluoroacetic anhydride is employed in the agrochemical industry as an intermediate for the synthesis of various agrochemicals. Its ability to introduce trifluoroacetyl groups into organic compounds makes it a valuable component in the development of pesticides and other agricultural chemicals.
Used in Solvent Applications:
As a solvent, trifluoroacetic anhydride is used in various chemical reactions, providing a medium for the reactants to mix and interact. Its unique properties enable it to dissolve a wide range of substances, making it a versatile choice for many applications.
Used in Catalyst Applications:
Trifluoroacetic anhydride acts as a catalyst in the oxidation of aldehydes to acids, esters, and amides. It accelerates the reaction rate, allowing for more efficient and faster synthesis of the desired products.
Used in Protection Agent Applications:
Trifluoroacetic anhydride is used as a protection agent for alcohols and amines, preventing unwanted side reactions and ensuring the selective formation of the target compounds.
Used in Fluorine Fine Chemicals:
Trifluoroacetic anhydride serves as an intermediate in the synthesis of fluorine fine chemicals, which are essential components in various industrial applications, including the production of specialty materials and advanced technologies.
Safety Profile
A severe skin and eye irritant.Explosive reaction with dimethyl sulfoxide; nitric acid +1,3,5-triazine (at 36°C); nitric acid + 1,3,5-triacetylhexahydro-1,3,5-triazine (at 30°C). Incompatiblewith lithium tetrahydroaluminate. When heated todecomposit
Purification Methods
Purification by distilling over KMnO4, as for the acid above, is EXTREMELY DANGEROUS due to the possiblility of EXPLOSION. It is best purified by distilling from P2O5 slowly, and collecting the fraction boiling at 39.5o. Store it in a dry atmosphere. Highly TOXIC vapour and attacks skin, work in an efficient fume hood. [Beilstein 2 IV 469.]
Check Digit Verification of cas no
The CAS Registry Mumber 407-25-0 includes 6 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 3 digits, 4,0 and 7 respectively; the second part has 2 digits, 2 and 5 respectively.
Calculate Digit Verification of CAS Registry Number 407-25:
(5*4)+(4*0)+(3*7)+(2*2)+(1*5)=50
50 % 10 = 0
So 407-25-0 is a valid CAS Registry Number.
InChI:InChI=1/C4F6O3/c5-3(6,7)1(11)13-2(12)4(8,9)10
407-25-0Relevant articles and documents
Some fluorinated heterocyclic and acyclic derivatives of chlorocarbonylsulfenyl chloride
John, Earnest Obed,Shreeve, Jean'ne M.
, p. 429 - 438 (1987)
For the first time, fluorinated oxathialones, polyfluoroalkylchlorothioformates, chlorocarbonylpolyfluoroalkylsulfenate esters, a chlorocarbonylhexafluoroisopropylidenimino sulfenate, and a 5-tri-fluoromethyl-2-oxo-1,3,4-oxathiazole were synthesized by reacting chlorocarbonylsulfenyl chloride with RfC(O)CH2C(O)R′ (Rf = CF3; R'= CF3, OC2H5), RfO-Li+ (Rf = CF3CH2, (CF3)2C=N-Li+ and CF3C(O)NH2. Perfluorosuccinic acid and mercury(II) trifluoroacetate with ClC(O)SCI gave their respective anhydrides.
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Forbus,T.R.,Martin,J.C.
, p. 313 - 314 (1979)
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METHOD OF PREPARING HALOGENATED CARBOXYLIC ANHYDRIDES
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Paragraph 0022, (2021/01/19)
PROBLEM TO BE SOLVED: To provide a method for producing halogenated carboxylic anhydrides wherein: improved yield and/or purity of a product can be obtained; waste and/or by-products are easily separated from the product of the method; and/or the toxicity is reduced and/or environmental damage is reduced. SOLUTION: Trifluoroacetate acid anhydrides are prepared by, for example, reacting trifluoroacetate with sulfuric acid, oleum and/or disulfate. SELECTED DRAWING: None COPYRIGHT: (C)2021,JPO&INPIT
A process for preparing trifluoroacetic anhydride method
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Paragraph 0021; 0022; 0023; 0024; 0025; 0026; 0027-0044, (2017/05/16)
The invention discloses a method for preparing trifluoroacetic anhydride. A dry chemical inert solvent, white solid powdery phosphorus pentoxide and an absorbent dried and activated at the temperature of 100-130 DEG C in advance are added to a dry reaction kettle, the mixture is uniformly mixed and dispersed through mechanical stirring; trifluoroacetic acid is dropped, then the mixture is heated, subjected to reflux to have a reaction for several hours and distilled under common pressure, so that front cut fraction at the temperature of 39-50 DEG C is obtained, the obtained front cut fraction is rectified through a rectifying column, and then a reagent-grade product at the temperature of 39 DEG C-40.5 DEG C is obtained; finally, rear cut fraction higher than 50 DEG C is collected, water or a phosphoric acid aqueous solution is dropped to residues containing unreacted phosphorus pentoxide solids after the reaction, and retreatment is performed after the reaction kettle is cooled. Raw materials are cheap and easy to obtain, the solvent can be recycled, the cost is low, economic benefits are high, and the operation is standard and safe.
Process for the preparation of halogenated carboxylic anhydrides
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Page/Page column 3, (2015/01/16)
The present invention relates to a process for the preparation of halogenated carboxylic anhydrides, e.g. for the preparation of trifluoroacetic anhydride. The preparation is achieved by reacting a halogenated carboxylic acid, e.g. trifluoroacetic acid, with sulfuric acid, oleum and/or disulfuric acid.