69411-06-9 | 4-CHLORO-2,6-DIFLUOROANILINE

CAS:69411-06-9 | 4-CHLORO-2,6-DIFLUOROANILINE,Description

4-Chloro-2,6-Difluoroaniline is a chemical compound with the molecular formula C6H4ClF2N. It has a molecular weight of 163.55.

Synthesis Analysis

The synthesis of 4-Chloro-2,6-Difluoroaniline involves the reaction of 2,6-difluoroaniline with sulfuryl chloride in the presence of acetic acid. The mixture is heated to 80°C and then refluxed for six hours. After cooling, the solution is concentrated under reduced pressure and the residue is stirred with water and pentane. The solid residue is filtered off and washed with water. The resulting solid is then mixed with concentrated hydrochloric acid and heated at reflux for two hours. After cooling, the solution is carefully made slightly alkaline using aqueous sodium hydroxide solution, and the mixture is extracted three times with 100 ml of ethyl acetate each time. The organic phase is dried over sodium sulfate and freed from the solvent.

Molecular Structure Analysis

The molecular structure of 4-Chloro-2,6-Difluoroaniline consists of a benzene ring substituted with chlorine and fluorine atoms and an amine group.

Physical And Chemical Properties Analysis

4-Chloro-2,6-Difluoroaniline has a melting point of 47-50°C. It should be stored in a dark place, under an inert atmosphere, at room temperature.

Scientific Research Applications

• 2,6-Difluoroaniline

  • Application : This compound is used in the synthesis of various chemical compounds.
  • Methods of Application : It’s used as a building block in organic synthesis.
  • Results or Outcomes : It has been used in the synthesis of N-2,6-difluorophenyl-5-methoxy-1,2,4-triazolo[1,5-a]pyrimidine-2-sulfonamide, a herbicidal compound. It has also been used in the synthesis of a series of 2,6,9-trisubstituted purine inhibitors of p38α kinase.

• 4-Bromo-2,6-difluoroaniline

  • Application : This compound is used in the synthesis of various chemical compounds.
  • Methods of Application : It’s used as a building block in organic synthesis.
  • Results or Outcomes : It has been used in the synthesis of ammonium 5-bromo-7-fluorobenzo-2-oxa-1,3-diazole-4-sulphonate, a fluorogenic derivatizing reagent for the determination of aminothiols by HPLC. It has also been used in the synthesis of olefin tolanes 1-(4-amino-3,5-difluoro)-2-(4-butyloxyphenyl)ethyne and 4′′-n-butyloxy-3,5-difluoroterphenyl-4-amine.

• 2-Chloro-4,6-difluoroaniline

  • Application : This compound is used as a building block in organic synthesis.
  • Methods of Application : It’s used in the synthesis of various chemical compounds.
  • Results or Outcomes : The specific applications and outcomes would need to be determined by further research.

• 4-Bromo-2,6-difluoroaniline

  • Application : This compound is used in the synthesis of azo-dyes and macromolecules in applications of solar cells, OLEDs, organic semiconductors, self-assemble molecular architectures and drug release.
  • Methods of Application : It’s used as a building block in organic synthesis.
  • Results or Outcomes : It has been used in the synthesis of ammonium 5-bromo-7-fluorobenzo-2-oxa-1,3-diazole-4-sulphonate, a fluorogenic derivatizing reagent for the determination of aminothiols by HPLC.

• 2-Chloro-4,6-difluoroaniline

  • Application : This compound is used as a building block in organic synthesis.
  • Methods of Application : It’s used in the synthesis of various chemical compounds.
  • Results or Outcomes : The specific applications and outcomes would need to be determined by further research.

• 4-Bromo-2,6-difluoroaniline

  • Application : This compound is used in the synthesis of azo-dyes and macromolecules in applications of solar cells, OLEDs, organic semiconductors, self-assemble molecular architectures and drug release.
  • Methods of Application : It’s used as a building block in organic synthesis.
  • Results or Outcomes : It has been used in the synthesis of ammonium 5-bromo-7-fluorobenzo-2-oxa-1,3-diazole-4-sulphonate, a fluorogenic derivatizing reagent for the determination of aminothiols by HPLC.

Safety And Hazards

4-Chloro-2,6-Difluoroaniline is considered hazardous. It is harmful if swallowed, in contact with skin, or if inhaled. It causes skin irritation and serious eye irritation. It may also cause respiratory irritation. Safety precautions include avoiding contact with skin and eyes, avoiding formation of dust and aerosols, and using non-sparking tools.

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