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CS-W001157 4
Total: USD 88.00

2-Bromo-5-(trifluoromethoxy)aniline

  • CAS No. 887267-47-2

  • Cat. No. CS-W012569
  • Purity≥98%
  • MDL No.MFCD08458013

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

2-Bromo-5-(trifluoromethoxy)aniline|CS-W012569

Structure of 887267-47-2

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General Information

  • CAS No. 887267-47-2
  • Cat. No. CS-W012569
  • Purity ≥98%
  • MDL No. MFCD08458013
  • Storage RT, protect from light
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₇H₅BrF₃NO
  • Molecular Weight 256.02
  • Synonym(s) 2-Amino-1-bromo-4-(trifluoromethoxy)benzene
  • SMILES NC1=CC(OC(F)(F)F)=CC=C1Br

Description

2-Bromo-5-(trifluoromethoxy)aniline features a bromo group at the ortho position and a trifluoromethoxy substituent at the para position relative to the amino group, creating a uniquely electron-deficient aromatic scaffold. This combination enhances reactivity in cross-coupling processes while maintaining bench-stable handling properties under standard conditions.

Application

2-Bromo-5-(trifluoromethoxy)aniline serves as a versatile building block in medicinal chemistry, enabling palladium-catalyzed cross-coupling reactions due to its well-defined halogen reactivity. The trifluoromethoxy group imparts enhanced metabolic stability and lipophilicity, while the aniline functionality allows for facile derivatization. Its bench-stable nature and compatibility with diverse reaction conditions facilitate efficient synthesis of complex heterocyclic scaffolds and bioactive molecules.

Synthesis

  • Route1

    References

    • WO2009/3077 A1, ; Page/Page column 140 ;
  • Route2

    References

    • WO2011/3684 A1, ; Page/Page column 25 ;

Safety Information

Download SDS
GHS Pictogram :
GHS No : GHS07
Signal Word : Warning
UN#: N/A
Class : N/A
Packing Group : N/A
Hazard Statements : H302-H315-H319-H335
Precautionary Statements : P261-P264-P270-P271-P280-P302+P352-P304+P340-P305+P351+P338-P330-P362+P364-P403+P233-P405-P501

Quality Control

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Computational Chemistry Data

  • TPSA   35.25
  • LogP   2.9299
  • H_Acceptors   2
  • H_Donors   1
  • Rotatable_Bonds   1

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