4100-94-1

Upstream product

• 488-98-2 α,α,α-trichloro-2-fluorotoluene 

Downstream Products

• 4101-02-4 1,2-bis-(fluorophenyl)-1,1,2,2-tetrafluoroethane 

Relevant academic research and scientific papers

Selectivity towards hydrodehalogenation and dehalo-coupling in the reduction of trichloromethyl derivatives with iron(II) chloride

The reductive electron transfer (ET) induced on a series of RCCl3 derivatives by iron(II) chloride has been studied.The main reaction products are the homocoupling dimer, RCCl2-CCl2R, and the H/Cl substitution derivative, RCHCl2, and the majority of the compounds examined exhibit a highly selective tendency to form just one of these products.As a general rule, the RCHCl2 compound is the main product when the R group contains substituents which make further reduction of the radical to the carbanion easier and behave as ligands towards the iron(II) ion.In the other cases, the dimer RCCl2-CCl2R is the main product.A few exceptions are found, and these are discussed in view of the possible effects of the R moiety on the different possible routes for the reaction products.The presence of unsaturated derivatives, RCCl=CClR (E/Z mixture), was observed in the case of the reactions where the homocoupling product was also obtained and is ascribed, on the basis of experimental evidence, to a dehalogenation mechanism of the dimer RCCl2-CCl2R assisted by the iron(II) ion.

Effect of ortho substituents on the internal rotation processes and conformational preferences of 1,2-diaryl-1,1,2,2-tetrachloroethanes: a 1H and 13C NMR variable temperature and X-ray structural study

The conformational behaviour of 1,2-diaryl-1,1,2,2-tetrachloroethanes, ortho,ortho'-disubstituted with CN (1), F (2) and CO2CH3 (3), and of the mesityl derivative (4), has been studied in solution by variable temperature 1H and 13C NMR spectroscopy.The internal rotation processes around the exocyclic C-C and central C-C bonds appear to have similar energy barriers and thus behave differently from the compounds without ortho substituents, studied previously, which have a higher barrier for the interconversion of anti/gauche conformers.At low temperature, compounds 1-3 exist as mixtures of gauche and anti conformers with the former prevailing; compound 4 is almost exclusively in the gauche form.The solid state crystal and molecular structure has been determined for compounds 2 and 3.The molecule of compound 2 has point symmetry , which defines perfect staggering around the central C-C bond with the aromatic rings anti.The structure is affected by statistical disorder due to two alternate orientations of the phenyl rings.The crystal structure of compound 3 indicates one asymmetrical molecule in a gauche conformation.Statistical disorder involves both the methoxycarbonyl substituents at the phenyl rings; these latter display almost the same orientation with respect to the C(sp3) carbons, in both compounds.