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41.11.1 Product Subclass 1: N,N-Difluoroamines

DOI: 10.1055/sos-SD-041-00614

Collier, S. J.; Xiang, W.Science of Synthesis, (201041651.

N,N-Difluoroamines are the most common N,N-dihaloamines reported in the literature. The first examples were prepared in 1960, from tetrafluorohydrazine and iodomethane or iodoethane in a gas-phase reaction, to give N,N-difluoromethylamine or ethyl-N,N-difluoroamine, respectively.[‌2‌] The NF2 resonance[‌3‌] can usually be seen at ν̃ 8001000cm1 and details of 19F NMR chemical shifts of a number of derivatives are given in several tables in the following text. The stability of difluoroamines is variable, but can be increased by kinetic stabilization. For example, N,N-difluoro-2-methylpropan-2-amine is stable for at least 3 months when stored in a sealed tube under refrigeration.[‌4‌] However, it has been mentioned that some difluoroamines can be shock sensitive and thermally unstable, and as such great care must be taken when handling these compounds.[‌4‌]

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References


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