85034-09-9Relevant academic research and scientific papers
The effect of fluorination in trimethylamine: gas-phase structures of CF3N(CH3)2 and (CF3)2NCH3
Jin, Anding,Zhu, Xiao-Lei,Kirchmeier, Robert L.,Shreeve, Jean'ne M.,Patel, Nimesh R.,Oberhammer, Heinz
, p. 129 - 134 (2007/10/02)
The molecular structures of CF3N(CH3)2 and (CF3)2NCH3 have been determined by gas electron diffraction.The following skeletal parameters (ra distances and H=148.1(10) pm, N-CF=138.3(16) pm, CHNCH=113.0(27) o, CHNCF=111.9(9) o; (CF3)2NCH3:C-F=133.3(3) pm, N-CH=147.8(13) pm, N-CF=142.0(8) pm, CHNCF=116.8(13) o, CFNCF=117.8(11) o.CH and CF are the methyl and trifluoromethyl carbon atoms, respectively.Experimental uncertainties are 3? values and include possible systematic errors.The most surprising result is the large difference between the N-CH and N-CF bond lengths of about 10 and 6 pm in these compounds.All nitrogen bond angles increase concomitantly with increasing number of CF3 groups.An attempt is made to rationalize the observed structural trends.
PERFLUOROALKYL DERIVATIVES OF NITROGEN. PART LI. REACTION OF THE N-HALOHENOBISTRIFLUOROMETHYLAMINES (CF3)2NX (X=Cl, Br) WITH NORBORNADIENE
Haszeldine, R. N.,Tipping, A. E.,Valentine, R. H.
, p. 335 - 350 (2007/10/02)
Reaction of the amines (CF3)2NX (X=Cl, Br) with norbornadiene either in solvent (CH2Cl2) at -78 deg C in the dark or in the vapour phase at 20 deg C in daylight gives a mixture of 3-halogeno-5-(NN-bistrifluoromethylamino)nortricyclene (exo, endo- and exo, exo-isomers) and exo-5-(NN-bistrifluoromethylamino)-anti-7-halogenonorbornene in quantitative yield formed via halonium ion addition to the diene.The reaction of the amine (CF3)2NBr in solvent Me2O or Et2O at -78 deg C in the dark gives the same products in low yield, together with 3-bromo-5-alkoxynortricyclene (exo, endo- and exo, exo-isomers) and the amine (CF3)2NR (R=Me, Et) in high yield.
