Trifluoroacetamide has a melting point of approximately 72–75℃ and a boiling point of around 162–164℃. It is readily soluble in water, ethanol, ether, and other polar organic solvents. It exhibits the typical chemical properties of amide compounds and, due to the presence of the trifluoromethyl (-CF₃) group, demonstrates enhanced stability and unique reactivity. In organic synthesis, it can be used as an acylation reagent or as a protecting group.
Trifluoroacetamide Chemical Properties
| Melting point | 65-70 °C (lit.) |
| Boiling point | 162.5 °C (lit.) |
| Density | 1.4176 (estimate) |
| Bulk density | 960kg/m3 |
| Fp | 162-164°C |
| Storage temp | Store below +30°C |
| Solubility | 460 g/L (20°C) |
| Pka | 12.33±0.50(Predicted) |
| Form | Crystalline Powder or Crystals |
| Color | White to pale yellow or beige |
| PH | 3.6 (460g/l, H2O, 23℃) |
| Water Solubility | 460 g/L (20 ºC) |
| BRN | 1753625 |
| InChIKey | NRKYWOKHZRQRJR-UHFFFAOYSA-N |
| LogP | 0.725 at 23℃ and pH4.83 |
| Dissociation constant | 0 at 23℃ |
| CAS DataBase Reference | 354-38-1(CAS DataBase Reference) |
| NIST Chemistry Reference | Acetamide, 2,2,2-trifluoro-(354-38-1) |
| EPA Substance Registry System | Acetamide, 2,2,2-trifluoro- (354-38-1) |
Safety Information
| Hazard Codes | Xi |
| Risk Statements | 36/37/38 |
| Safety Statements | 26-36-37/39 |
| RIDADR | 1759 |
| WGK Germany | 3 |
| Hazard Note | Harmful/Irritant |
| TSCA | T |
| HazardClass | 8 |
| PackingGroup | III |
| HS Code | 29241900 |
2,2,2-Trifluoroacetamide is used as a convenient alternative in the Gabriel synthesis of primary amines from halides, involving N-alkylation followed by cleavage of the readily hydrolyzable trifluoroacetyl group. It also enables improved N-alkylation under phase-transfer conditions, allowing successive alkylation with different alkyl groups.
