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CS-W001157 4
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2-Chloro-4-fluoro-6-methylaniline

  • CAS No. 332903-47-6

  • Cat. No. CS-0191336
  • Molecule weight159.59
  • Purity≥97%
  • MDL No.None

*For research and further manufacturing use only, not for direct human use.

2-Chloro-4-fluoro-6-methylaniline|CS-0191336

Structure of 332903-47-6

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General Information

  • CAS No. 332903-47-6
  • Cat. No. CS-0191336
  • Purity ≥97%
  • MDL No. None
  • Storage 4°C, protect from light
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₇H₇ClFN
  • Molecular Weight 159.59
  • Synonym(s) 2-chloro-4-fluoro-6-MethylbenzenaMine
  • SMILES CC1=CC(=CC(=C1N)Cl)F

Description

2-Chloro-4-fluoro-6-methylaniline features a trifluorinated aryl scaffold with strategically positioned electron-withdrawing chlorine and fluorine substituents, paired with a methyl group at the para position. This combination imparts enhanced metabolic stability and targeted electronic modulation, enabling efficient incorporation into pharmaceutical intermediates and functionalized heterocycles under standard bench conditions.

Application

2-Chloro-4-fluoro-6-methylaniline serves as a versatile building block in medicinal chemistry, enabling the construction of bioactive heterocycles and pharmaceutical intermediates. Its ortho-chloro and meta-fluoro substituents provide enhanced regioselectivity in coupling reactions, while the methyl group offers steric and electronic modulation. The compound exhibits good bench stability and facilitates efficient downstream functionalization via palladium-catalyzed cross-coupling, amide formation, and electrophilic substitution.

Synthesis

  • Route1

    References

    • Acemoglu, Murat; Allmendinger, Thomas; Calienni, John Vincent; Cercus, Jacques; Loiseleur, Olivier; Sedelmeier, Gottfried; Xu, David Patent: US2008/249318 A1, 2008 ; Location in patent: Page/Page column 10 ;

Safety Information

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GHS Pictogram :
GHS No : GHS05,GHS07
Signal Word : Danger
UN#: 1759
Class : 8
Packing Group : Ⅲ
Hazard Statements : H302-H314
Precautionary Statements : P260-P264-P270-P280-P301+P330+P331-P304+P340-P330-P363-P405-P501

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Computational Chemistry Data

  • TPSA   26.02
  • LogP   2.36972
  • H_Acceptors   1
  • H_Donors   1
  • Rotatable_Bonds   0

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