Trifluoressigsäure-anhydrid
TFAA · 2,2,2-Trifluoroacetic anhydride · trifluoroacetic · TRIFLUOROACETIC ACID ANHYDRIDE · TRIFLUORACETIC ANHYDRIDE · TIFLUOROACETIC ANHYDRIDE · Trifluoroacetic anhy · Trifluoroacetic anhydride 10g [407-25-0]
Identifikatoren & physikalische Daten
| CAS No. | 407-25-0 |
|---|---|
| Summenformel | C4F6O3 |
| Durchschnittliche Molmasse | 210,03 g/mol |
| Monoisotopische Masse | 209,97516318 g/mol |
| SMILES | O=C(OC(=O)C(F)(F)F)C(F)(F)F |
| InChIKey | QAEDZJGFFMLHHQ-UHFFFAOYSA-N |
| PubChem CID | 9845 |
| EC No. | 206-982-9 |
| DTXSID | DTXSID90861920 |
| Lokaler Name | Trifluoressigsäure-anhydrid |
Chemische & physikalische Eigenschaften
| XLogP | 2,1 |
|---|---|
| Polarare Oberfläche (TPSA) | 43,4 |
| H-Brücken-Donoren | 0 |
| H-Brücken-Akzeptoren | 9 |
| Frei drehbare Bindungen | 2 |
| Schwere Atome | 13 |
| Formalladung | 0 |
| Komplexität | 201 |
| Stoffklassen | Other Classes -> Acid Anhydrides, Other |
| PFAS | PFAS -> PFAS identified in REACH Regulation EC No. 1272/2008PFAS -> Suspected persistent, mobile, toxic (PMT) PFAS or PFAS-like compounds |
| SpringerMaterials Properties | Schoenflies notation |
| Dichte | 1.49 @25 °C1.511 g/mL at 20 °C (lit.) |
| Siedepunkt | 39.5 °C @760 [mm Hg]39.5-40 °C (lit.) |
| Dampfdruck | 41.2 [mmHg]6.28 psi ( 20 °C) |
| Physical Description | LiquidColorless liquid[MSDSonline] |
| Schmelzpunkt | -65 °C (lit.) |
| Brechungsindex | n20/D 1.3(lit.) |
| Flammpunkt | -26 °C |
| Lagerbedingungen | 2-8°C |
| Löslichkeit | Miscible with benzene, dichloromethane, diethyl ether, dimethylformamide, terahydrofuran and acetonitrile.Hydrolysis |
| Aggregatzustand | Liquid |
| pKa (Säurekonstante) | 0.43[at 20 ℃] |
| Wichte | 1.487 |
| Farbe | Clear |
| BRN | 746197 |
| Stabilität | Stable, but moisture sensitive. Reacts with water to liberate hydrogen (flammable!). Incompatible with water, strong oxidizing agents. |
| InChI | 1S/C4F6O3/c5-3(6,7)1(11)13-2(12)4(8,9)10 |
| InChIKey | QAEDZJGFFMLHHQ-UHFFFAOYSA-N |
| SMILES | FC(F)(F)C(=O)OC(=O)C(F)(F)F |
| LogP (Verteilungskoeffizient) | 0.79 at 25℃ |
| CAS Datenbank | 407-25-0(CAS DataBase Reference) |
| NIST chemische Informationen | Acetic acid, trifluoro-, anhydride(407-25-0) |
| EPA chemische Informationen | Acetic acid, trifluoro-, anhydride (407-25-0) |
Sicherheit & Vorschriften
| GHS-Einstufung | DangerH314 (100%): Causes severe skin burns and eye damage [Danger Skin corrosion/irritation]P203, P260, P261, P264, P264+P265, P271, P273, P280, P301+P330+P331, P302+P361+P354, P304+P340, P305+P354+P338, P316, P317, P318, P321, P363, P405, and P501 (click each P-code to see the statement)Aggregated GHS information provided per 114 reports by companies from 21 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies. |
|---|---|
| Regulatorische Informationen | Chemical: Acetic acid, trifluoro-, anhydrideAcetic acid, 2,2,2-trifluoro-, 1,1'-anhydride is listed on the EPA's Chemical Data Reporting (CDR) system. Manufacturers and importers of Acetic acid, 2,2,2-trifluoro-, 1,1'-anhydride are required to report information about their production and use of this chemical to the EPA under the Toxic Substances Control Act (TSCA). (40 eCFR Part 711)Status: Active Update: 29-04-2019 https://echa.europa.eu/registration-dossier/-/registered-dossier/10848Trifluoroacetic anhydride: HSNO Approval: HSR004742 Approved with controls |
| Gefahrenübersicht | Corrosive to skin[eChemPortal: ERMA] Reacts with waterA corrosive substance that can cause injury to the skin, eyes, and respiratory tractInhalation may cause chemical pneumonitis[MSDSonline] |
| Hazard Classes and Categories | Skin Corr. 1A (100%) |
| Protective Action Criteria (PAC) | 0.60 [mg/m3]6.6 [mg/m3]40 [mg/m3] |
| Unerwünschte Wirkungen | Dermatotoxin - Skin burns. |
| F | 3-10 |
| Wassergefährdungsklasse (WGK) | 2 |
| TSCA-Inventar-Status | TSCA listed |
| UN-Transportnummer | UN 3265 8/PG 1 |
| Zollcode | 29159080 |
| RTECS-Nr. | AJ9800000 |
| R-Sätze (R) | 14-20-35-52/53-34-23/24/25 |
| Toxizität | skn-rbt 500 mg/24H SEV 28ZPAK -,91,72 |
| Gefahrensymbole | C,T |
| hazard_note | Corrosive/Moisture Sensitive |
| Sicherheitshinweise (S) | 26-36/37/39-43-45-61-9-8-28A-27 |
| Gefahrenklasse | 8Acute Tox. 4 InhalationAquatic Chronic 3Eye Dam. 1Skin Corr. 1A |
| Verpackungsgruppe | I |
| Lagerklasse | 8B - Non-combustible corrosive hazardous materials |
Anwendungen & Verwendung
Verwenden
Trifluoroacetic anhydride is used for the introduction of trifluoroacetyl group in organic synthesis. It is involved in the preparation of N- and O-trifluoroacetyl derivatives of a wide range of biologically active compounds for gas chromatography analysis. It plays an important role as desiccant for trifluoroacetic acid. It is also used in the oxidation of aldehydes to acids, esters, amides as well as in the protection of alcohols and amines. In addition, it is used as analytical reagents, solvents and dehydration condensing agent. It serves as an intermediate of fluorine fine chemicals, pharmaceuticals and agrochemicals.
Herstellung & Synthese
synthetische
Trifluoroacetic anhydride is prepared by reaction of trifluoroacetyl chloride with an alkali metal or alkaline-earth metal salt of trifluoroacetic acid at approximately 50° C.