trifluoroacetic anhydride
trifluoroacetic anhydride
CAS: 407-25-0
Molecular Formula: C4F6O3
trifluoroacetic anhydride - Names and Identifiers
trifluoroacetic anhydride - Physico-chemical Properties
| Molecular Formula | C4F6O3 |
| Molar Mass | 210.03 |
| Density | 1.511 g/mL at 20 °C (lit.) |
| Melting Point | -65 °C (lit.) |
| Boling Point | 39.5-40 °C (lit.) |
| Flash Point | -26 °C |
| Water Solubility | Hydrolysis |
| Solubility | Miscible with benzene, dichloromethane, diethyl ether, dimethylformamide, terahydrofuran and acetonitrile. |
| Vapor Presure | 6.28 psi ( 20 °C) |
| Appearance | Liquid |
| Specific Gravity | 1.487 |
| Color | Clear |
| BRN | 746197 |
| pKa | 0.43[at 20 ℃] |
| Storage Condition | 2-8°C |
| Stability | Stable, but moisture sensitive. Reacts with water to liberate hydrogen (flammable!). Incompatible with water, strong oxidizing agents. |
| Sensitive | Moisture Sensitive |
| Refractive Index | n20/D 1.3(lit.) |
| Physical and Chemical Properties | This product is a colorless transparent liquid, M.P. -63.5 ℃, B. p.39.15 ℃, relative density of 1.4980, soluble in water, irritating, volatile. |
| Use | Used as analytical reagents, solvents, catalysts, dehydration condensation agents and protective agents for the acetylation of hydroxyl and amino trifluoro |
trifluoroacetic anhydride - Risk and Safety
| Risk Codes | R14 - Reacts violently with water R20 - Harmful by inhalation R35 - Causes severe burns R52/53 - Harmful to aquatic organisms, may cause long-term adverse effects in the aquatic environment. R34 - Causes burns R23/24/25 - Toxic by inhalation, in contact with skin and if swallowed. |
| Safety Description | S26 - In case of contact with eyes, rinse immediately with plenty of water and seek medical advice. S36/37/39 - Wear suitable protective clothing, gloves and eye/face protection. S43 - In case of fire use ... (there follows the type of fire-fighting equipment to be used.) S45 - In case of accident or if you feel unwell, seek medical advice immediately (show the label whenever possible.) S61 - Avoid release to the environment. Refer to special instructions / safety data sheets. S9 - Keep container in a well-ventilated place. S8 - Keep container dry. S28A - S27 - Take off immediately all contaminated clothing. |
| UN IDs | UN 3265 8/PG 1 |
| WGK Germany | 2 |
| RTECS | AJ9800000 |
| FLUKA BRAND F CODES | 3-10 |
| TSCA | T |
| HS Code | 29159080 |
| Hazard Note | Corrosive/Moisture Sensitive |
| Hazard Class | 8 |
| Packing Group | I |
| Toxicity | skn-rbt 500 mg/24H SEV 28ZPAK -,91,72 |
trifluoroacetic anhydride - Reference Information
| LogP | 0.79 at 25℃ |
| NIST chemical information | Information provided by: webbook.nist.gov (external link) |
| EPA chemical information | Information provided by: ofmpub.epa.gov (external link) |
| Introduction | Trifluoroacetic anhydride (TFAA) is a strong dehydrating agent with a wide range of chemical reactivity. It is used as a solvent in the synthesis of a variety of polymers and fine chemicals, Catalyst, dehydration condensing agent and retention agent, widely used in dyes, photosensitive materials, liquid crystal display materials, aerospace technology, pesticides, medicine, polymer materials, etc, it can improve the speed of polymerization reaction and the yield of products, and be used as derivative chemical reagent in gas chromatography and high performance liquid chromatography to detect toxic metabolites and bacterins in livestock meat, fruits and vegetables, which has a very good development and application prospect. |
| Reagents commonly used in laboratories | Trifluoroacetic anhydride is a reagent commonly used in chemical laboratories. Because there are two strong electron-withdrawing groups trifluoromethyl in its structure, it is a relatively strong organic anhydride, and its chemical properties are also relatively active. Therefore, trifluoroacetic anhydride has great use in organic synthesis. For example, trifluoroacetic anhydride can react with carboxylic acid to form the corresponding mixed anhydride (that is, activated ester), which enhances the electrophilicity of carboxylic acid carbonyl group, and is less likely to be attacked by nucleophiles. Since trifluoroacetic anhydride has water absorption, it can be used as a dehydration reagent for some reactions. A mixture of trifluoroacetic anhydride and sodium iodide can be used as a reducing reagent. A mixture of trifluoroacetic anhydride and dimethyl sulfoxide can be used as an oxidant. In addition, trifluoroacetic anhydride has some other uses in organic synthetic chemistry. |
| Related chemical reaction | Reacts with carboxylic acid Trifluoroacetic anhydride can react with carboxylic acid to generate activated anhydride, which greatly improves the electrophilic performance of carboxylic acid. For example, the activated anhydride produced by the reaction of trifluoroacetic acid and benzoic acid undergo Friedel-Crafts acylation with methoxybenzene, with a yield of up to 98% (Formula 1). Dehydration reaction In the presence of a weak base, trifluoroacetic anhydride can be used as a dehydrating agent to dehydrate amides, oximes, hydroxy ketones or hydroxy esters to generate corresponding nitriles and unsaturated ketones or carboxylic acid esters; o-diols and o-hydroxy acid derivatives can also be oxidized to o-diketones. Commonly used weak bases include triethylamine, pyridine, 2, 6-dimethylpyridine (formula 2), etc. |
| precautions | this reagent is corrosive and sensitive to moisture. it will undergo violent hydrolysis reaction when exposed to water to generate trifluoroacetic acid. Before use, it should be treated to remove the trifluoroacetic acid generated by partial hydrolysis. Use should be operated in the fume hood to prevent poisoning caused by inhalation. |
| use | trifluoroacetic anhydride is an intermediate of chlorfenapyril. Used as a protective agent for acetylation of analytical reagents, solvents, catalysts, dehydration condensers and hydroxyl and amino trifluoroacetylation Used as a pesticide intermediate used in organic synthesis Esterification reaction can also be used as solvent, analytical reagent, catalyst and dehydration condensing agent. Used as an analytical reagent, solvent, catalyst, dehydration condensing agent, carboxyl and amino trifluoroacetylation protective agent; raw materials for the preparation of organic fluorine fine chemicals, medicines, and pesticides used as analytical reagents, solvents, catalysts, dehydration condensers, hydroxyl and amino trifluoroacetylation protective agents used as analytical reagents, solvents, Catalysts, nitrification promoters, dehydration condensers, hydroxyl and amino trifluoroacetylation protective agents, organic synthesis. Bioactive compounds in gas chromatographic analysis. Protective agent for primary and secondary amines. It is also used for oxidation of aldehydes to acids, esters and amines. Derivative grades are used to protect primary and secondary amines. Derivatives are more volatile. |
| Production method | The preparation method is to react with trifluoroacetic acid and dichloroacetic anhydride. Reaction equation: CF3COOH (Cl2CHCO)2O →(CF3CO)2O Cl2CHCOOH |
| category | corroded articles |
| stimulation data | skin-rabbit 0.75 mg/24 hours severe; Eye-rabbit 5 mg/24 hours severe |
| flammability hazard characteristics | tear gas; decomposition of toxic fluoride gas in contact with water; combustion produces toxic fluoride smoke |
| storage and transportation characteristics | warehouse ventilation and low temperature drying; Store separately from h-porogen, alkali and cyanide |
| fire extinguishing agent | dry sand, dry stone powder |
Last Update：2024-04-10 22:29:15
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