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CS-W001157 4
Total: USD 88.00

2-Bromo-4-(trifluoromethyl)aniline

  • CAS No. 57946-63-1

  • Cat. No. CS-W004796
  • Purity≥98%
  • MDL No.MFCD00042150

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

2-Bromo-4-(trifluoromethyl)aniline|CS-W004796

Structure of 57946-63-1

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General Information

  • CAS No. 57946-63-1
  • Cat. No. CS-W004796
  • Purity ≥98%
  • MDL No. MFCD00042150
  • Storage 4°C, protect from light
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₇H₅BrF₃N
  • Molecular Weight 240.02
  • Synonym(s) 2-Bromo-4-trifluoromethylaniline
  • SMILES NC1=CC=C(C(F)(F)F)C=C1Br

Description

2-Bromo-4-(trifluoromethyl)aniline features a trifluoromethyl group that enhances electron-withdrawing character and metabolic stability, while the bromo substituent enables facile cross-coupling reactions. This aromatic amine serves as a key building block in pharmaceutical intermediates and agrochemical synthesis, offering high reactivity under standard conditions.

Application

2-Bromo-4-(trifluoromethyl)aniline serves as a versatile building block in medicinal chemistry and agrochemical synthesis, enabling palladium-catalyzed cross-coupling reactions such as Suzuki, Stille, and Buchwald–Hartwig amination. The bromo group facilitates efficient functionalization, while the trifluoromethyl moiety imparts enhanced metabolic stability and lipophilicity. Bench-stable and readily purified by recrystallization, it functions effectively in multi-step syntheses of complex heterocyclic scaffolds and bioactive molecules.

Synthesis

  • Route1
    • 4-(Trifluoromethyl)aniline Leflunomide Impurity|CS-0229655
      455-14-1
    • ~87%
    • In-stock
      2,6-Dibromo-4-(trifluoromethyl)aniline|CS-0157746
      72678-19-4
    • In-stock
      2-Bromo-4-(trifluoromethyl)aniline|CS-W004796
      57946-63-1

    References

    • Tetrahedron, , vol. 65, # 22 p. 4429 - 4439
  • Route2
    • 4-(Trifluoromethyl)aniline Leflunomide Impurity|CS-0229655
      455-14-1
    • ~%
    • In-stock
      2-Bromo-4-(trifluoromethyl)aniline|CS-W004796
      57946-63-1

    References

    • US3946025 A1, ;

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   26.02
  • LogP   3.0501
  • H_Acceptors   1
  • H_Donors   1
  • Rotatable_Bonds   0

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