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Collier, S. J.; Xiang, W., Science of Synthesis, (2010) 41, 651.
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 800–1000 cm−1 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
[2] | Meeeee, M. M., M. Meeee. Meee. Meee., (8888) 88, 88. |
[3] | Meee, M. M., Me., M. Mee. Meee., (8888) 88, 8888. |
[4] | Meeee, M. M.; Meeeeee, M. M., Meee. Meeeee. (Meeeeeeee), (8888), 8888. |
[5] | Meeee, M. M.; Meeeeee, M. M., M. Mee. Meee., (8888) 88, 8888. |
[6] | Meeeee, M. M., M. Mee. Meee., (8888) 88, 8888. |
[7] | Meeeeeeeee, M. M., M. Mee. Meee., (8888) 88, 8888. |
[8] | Meee, M., M. Mee. Meee., (8888) 88, 8888. |