Crystallization of Aminium Salts and Amides of Trifluoroacetic Acid. Molecular Structure of Ethylenediamine N,N'-Bis(trifluoroacetyl)

Abstract

Trifluoroacetamide CF₃C(O)NH₂, N,N'-bis(trifluoroacetyl)ethylenediamine CF₃C(O)NHCH₂CH₂HN(O)CCF₃, trifluoroacetyl-2-aminoethanol CF₃C(O)NHCH₂CH₂ОН, and 1,2-bis(trifluoroacetylaminoethoxy)ethane CF₃C(O)NHCH₂CH₂ОCH₂CH₂ОCH₂CH₂НN(O)CCF₃ were synthesized by the thermal decomposition (200–250°С, Ar) of the corresponding ammonium and aminium salts, such as ammonium trifluoroacetate CF₃C(O)O^{‒ +}NH₄, N,N'-ethylenediamine bis(trifluoroacetate) CF₃COO^{‒ +}NH₃CH₂CH₂H₃N^{+ ‒}OOCCF₃, 2-aminoethanol trifluoroacetate CF₃COO^{‒ +}NH₃CH₂CH₂ОН, and 1,2-bis(aminoethoxy)ethane bis(2-trifluoroacetate) CF₃COO^{‒ +}NH₃CH₂CH₂ОCH₂CH₂ОCH₂CH₂Н₃N^{+ ‒}OOCCF₃. The synthesized compounds were characterized by elemental analysis, powder X-ay diffraction, IR and NMR spectroscopy, mass spectrometry, thermogravimetry, optical and scanning electron microscopy. The molecular structure of ethylenediamine N,N'-bis(trifluoroacetate) was determined.