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Chemical Structure| 77227-81-7
Chemical Structure| 77227-81-7

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CAS No.: 77227-81-7

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Product Details of [ 77227-81-7 ]

CAS No. :77227-81-7
Formula : C7H2Cl2F4
M.W : 232.99
MDL No. :MFCD00068183
InChI Key :BWQFQKZDLBJZAW-UHFFFAOYSA-N
Pubchem ID :157026

Safety of [ 77227-81-7 ]

GHS Pictogram:
Signal Word:Danger
Hazard Statements:H227-H301-H318
Precautionary Statements:P280-P301+P310-P305+P351+P338
Class:8(6.1)
UN#:2922
Packing Group:Ⅲ

Application In Synthesis [ 77227-81-7 ]

* All experimental methods are cited from the reference, please refer to the original source for details. We do not guarantee the accuracy of the content in the reference.

  • Downstream synthetic route of [ 77227-81-7 ]

[ 77227-81-7 ] Synthesis Path-Downstream   1~2

  • 1
  • [ 50594-82-6 ]
  • [ 77227-99-7 ]
  • 2-Chloro-1,3-difluoro-5-trifluoromethyl-benzene [ No CAS ]
  • [ 104554-79-2 ]
  • [ 77227-81-7 ]
  • 2
  • [ 50594-82-6 ]
  • [ 104554-79-2 ]
  • [ 77227-81-7 ]
YieldReaction ConditionsOperation in experiment
With potassium fluoride;tetraphenylphosphonium bromide; In sulfolane; at 100 - 190℃; under 75.0075 Torr; for 15h;Product distribution / selectivity; Example 1 : Preparation of a mixture comprising 1 ,3-dichloro-2-fluoro-5- trifluoromethylbenzene of the formula Il and 1 ,2-dichloro-3-fluoro-5- trifluoromethylbenzene of the formula III; 23 g (0.396 mol) KF, 12.8 g (0.03 mol) PPh4Br, 91.2 g sulfolane and 152 ml toluene were mixed in a 500 ml reactor. Toluene was distilled off under reduced pressure(1400C, thetaOmbar; aceotropic removal of water). After cooling to 1000C, 76 g (0.305 mol) 1 ,2,3-trichloro-5-trifluoromethylbenzene were added and the resulting mixture was heated at 190C for 15 h under reduced pressure (100 mbar). The mixture of 1 ,3- dichloro-2-fluoro-5-trifluoromethylbenzene and 1 ,2-dichloro-3-fluoro-5- trifluoromethylbenzene was distilled off simultaneously via a column. Two distillation fractions were obtained, which contained 31 % GC area-% of the product mixture, 1 % GC area-% of difluoro compounds and 6.6% GC area-% of the educt 1 ,2,3-trichloro-5- trifluoromethylbenzene. The identity of the mixture was determined by GC/MS spectrometry and 19F-NMR spectroscopy.
0.04 - 4.2%Chromat.; 0.15 - 14.2%Chromat. With tetraphenylphosphonium hydrogendifluoride; for 2h;Heating / reflux;Product distribution / selectivity; Comparative Example 1 : Reaction of 1 ,2,3-trichloro-5-trifluoromethylbenzene (3,4,5- trichlorobenzotrifluoride) with tetraphenylphosphonium hydrogen difluoride (tetraphenylphosphonium bifluoride); 1.12 g (0.0029 mol) of tetraphenylphosphonium hydrogen difluoride were added to 8.08 g (0.03 mol) of 1 ,2,3-trichloro-5-trifluoromethylbenzene and the resulting mixture was heated under reflux for 2 hours. The reaction mixture was allowed to cool and solved in water. The products were extracted with methyl tert-butylether. The conversion was determined by gas-chromatographic analysis. 0.15 GC area-% of 1 ,3- dichloro-2-fluoro-5-trifluoromethylbenzene of the formula II, 0.04 GC area-% of 1 ,2- dichloro-3-fluoro-5-trifluoromethylbenzene of the formula III, and 91.06% GC area-% of the educt 1 ,2,3-trichloro-5-trifluoromethylbenzene were obtained.; Comparative Example 2: Reaction of 1 ,2,3-trichloro-5-trifluoromethylbenzene (3,4,5- trichlorobenzotrifluoride) with tetraphenylphosphonium hydrogen difluoride (tetraphenylphosphonium bifluoride) employing a 1 :1 stoichiometry of the reactants; 1.12 g (0.0029 mol) of tetraphenylphosphonium hydrogen difluoride were added to 0.75 g (0.003 mol) of 1 ,2,3-trichloro-5-trifluoromethylbenzene and the resulting mixture was heated under reflux for 2 hours. The reaction mixture was allowed to cool and solved in water. The products were extracted with methyl tert-butylether. The conversion was determined by gas-chromatographic analysis. 14.2 GC area-% of 1 ,3- dichloro-2-fluoro-5-trifluoromethylbenzene of the formula II, 4.2 GC area-% of 1 ,2- dichloro-3-fluoro-5-trifluoromethylbenzene of the formula III, and 44.6 GC area-% of the educt 1 ,2,3-trichloro-5-trifluoromethylbenzene were obtained.
 

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