114541-92-3Relevant articles and documents
The preparation of thiazyltrifluoromethane, CF3SN, the hexachloro-3-cyclopentenylidenaminosulfides C5Cl6NSX (X = CF3, Cl, NSO, SCF3, C5Cl6N) and the crystal structures of C5Cl6NSX (X = CF3, Cl)
Haas, Alois,Mischo, Thomas
, p. 1902 - 1908 (2007/10/02)
CF3S(Cl)=NSi(CH3)3 is found to undergo intermolecular decomposition to give oligomeric, possibly cyclic (CF3SN)x rather than monomeric CF3SN, formed by intramolecular decomposition.Monomeric thiazyltrifluoromethane, CF3SN, is formed in the thermal decomposition of CF3SN3 and may be trapped before polymerizing by formation of a 1 : 1 adduct with hexachlorocyclopentadiene.The structure of this adduct is determined by single crystal X-ray diffraction.From the molecular structure it is evident that a (4 + 2) cycloaddition has not occurred but rather the formation of a thioketimine (I).The same material is formed when a suspension of CF3SNH2 and lead(IV) acetate in CH2Cl2 is refluxed and the intermediate CF3SN is again trapped by C5Cl6.By comparison ClSN and C5Cl6 interact in an analogous manner to give C5Cl6NSCl (II), whose structure was determined by single crystal X-ray diffraction.FSN, on the other hand, when reacted with C5Cl6 yields the corresponding fluoro derivative only as an intermediate.At 20 deg C using SO2 as solvent C5Cl6NSCl (II) is formed.A 75 deg C in SO2 the new compound C5Cl6N-S-NSO forms.The latter compound may also be formed from (II) and Hg(NSO)2.In the reaction of FSN with C5F6 only decomposition products were observed.Some of the reactions of C5Cl6NSCl (II) were investigated.With Hg(SCF)2 C5Cl6N-SSCF3 is obtained; with SbCl5 in SO2C5Cl6N-S-NC5Cl6 forms as the main product.Key words: synthesis of CF3SN, preparation of C5Cl6NSX (X = CF3, Cl, NSO, SCF3, C5Cl6N), crystal structures of C5Cl6NSX (X = CF3, Cl), chemical properties of C5Cl6NSCl, nmr-, ir-, ms-data.
