1-(Trifluoracetyl)-1H-imidazol
TRIFLUOROACETYLIMIDAZOLE · TFAI · N-TRIFLUOROACETYLIMIDAZOLE · TFBI · TrifluorobutyrliMidazole · TrifluorobutyryliMidazole · 1-(TRIFLUOROACETYL)IMIDAZOLE · 1-(Trifluoroacetyl)imidazole 98%
Identifikatoren & physikalische Daten
| CAS No. | 1546-79-8 |
|---|---|
| Summenformel | C5H3F3N2O |
| Durchschnittliche Molmasse | 164,09 g/mol |
| Monoisotopische Masse | 164,01974738 g/mol |
| SMILES | O=C(n1ccnc1)C(F)(F)F |
| InChIKey | SINBGNJPYWNUQI-UHFFFAOYSA-N |
| PubChem CID | 73767 |
| EC No. | 216-282-5 |
| DTXSID | DTXSID60165669 |
| Lokaler Name | 1-(Trifluoracetyl)-1H-imidazol |
Chemische & physikalische Eigenschaften
| XLogP | 0,8 |
|---|---|
| Polarare Oberfläche (TPSA) | 34,9 |
| H-Brücken-Donoren | 0 |
| H-Brücken-Akzeptoren | 5 |
| Frei drehbare Bindungen | 0 |
| Schwere Atome | 11 |
| Formalladung | 0 |
| Komplexität | 168 |
| Stoffklassen | Nitrogen Compounds -> Imidazoles |
| Physical Description | Colorless to light yellow liquid. |
| Siedepunkt | 137 °C(lit.) |
| Dichte | 1.442 g/mL at 25 °C(lit.) |
| Brechungsindex | n20/D 1.424(lit.) |
| Flammpunkt | 113 °F |
| Lagerbedingungen | 2-8°C |
| Löslichkeit | sol most common solvents, e.g. ether, THF.reacts |
| pKa (Säurekonstante) | 0.78±0.10(Predicted) |
| Aggregatzustand | clear liquid |
| Farbe | Colorless to Yellow to Orange |
| Wichte | 1.442 |
| BRN | 608904 |
| InChI | 1S/C5H3F3N2O/c6-5(7,8)4(11)10-2-1-9-3-10/h1-3H |
| InChIKey | SINBGNJPYWNUQI-UHFFFAOYSA-N |
| SMILES | FC(F)(F)C(=O)n1ccnc1 |
| CAS Datenbank | 1546-79-8(CAS DataBase Reference) |
| NIST chemische Informationen | N-Trifluoroacetylimidazole(1546-79-8) |
Sicherheit & Vorschriften
| GHS-Einstufung | WarningH226 (100%): Flammable liquid and vapor [Warning Flammable liquids]P210, P233, P240, P241, P242, P243, P261, P264, P264+P265, P271, P280, P302+P352, P303+P361+P353, P304+P340, P305+P351+P338, P319, P321, P332+P317, P337+P317, P362+P364, P370+P378, P403+P233, P403+P235, P405, and P501 (click each P-code to see the statement)Aggregated GHS information provided per 47 reports by companies from 7 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies. |
|---|---|
| Regulatorische Informationen | 1-(Trifluoroacetyl)-1H-imidazole: Does not have an individual approval but may be used under an appropriate group standard |
| Gefahrenübersicht | May cause irritation[Aldrich MSDS] |
| Hazard Classes and Categories | Flam. Liq. 3 (100%) |
| F | 10-21 |
| Wassergefährdungsklasse (WGK) | 3 |
| TSCA-Inventar-Status | T |
| UN-Transportnummer | UN 1993 3/PG 3 |
| Zollcode | 29332900 |
| R-Sätze (R) | 10-36/37/38-34-22 |
| Gefahrensymbole | Xi,F,C |
| hazard_note | Flammable/Moisture Sensitive/Keep Cold |
| Sicherheitshinweise (S) | 26-36/37-45-36/37/39-16 |
| Gefahrenklasse | 3Eye Irrit. 2Flam. Liq. 3Skin Irrit. 2STOT SE 3 |
| Verpackungsgruppe | III |
| Lagerklasse | 3 - Flammable liquids |
Anwendungen & Verwendung
Verwenden
1-(Trifluoroacetyl)imidazole was used as a derivating agent to sequentially derivatize functional groups like amino groups, in a study demonstrating trimethylsilyl esters of aromatic and aliphatic sulfonic acids.
Herstellung & Synthese
synthetische
N,N′-Carbonyldiimidazole (20.5 g) is dissolved in 100 ml of dry THF and treated dropwise with 28.8 g of Trifluoroacetic Acid in 80 mL of dry THF. The resulting solution is cooled for several hours. Removal of the solvent and distillation of the filtrate gives 14.4 g of material. Alternatively, Imidazole (25.8 g) in 120 mL of dried THF is treated dropwise, with cooling, with 39.9 g of Trifluoroacetic Anhydride in 50 mL of dried THF. Filtration, removal of solvent, and distillation gives 24.8 g of 1-(Trifluoroacetyl)imidazole.