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CS-W001157 4
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5-Bromo-2-(trifluoromethyl)aniline

  • CAS No. 703-91-3

  • Cat. No. CS-W019491
  • Purity≥98%
  • MDL No.MFCD00082853

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

5-Bromo-2-(trifluoromethyl)aniline|CS-W019491

Structure of 703-91-3

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General Information

  • CAS No. 703-91-3
  • Cat. No. CS-W019491
  • Purity ≥98%
  • MDL No. MFCD00082853
  • Storage 4°C, protect from light
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₇H₅BrF₃N
  • Molecular Weight 240.02
  • Synonym(s) 5-BROMO-O-(TRIFLUOROMETHYL)ANILINE
  • SMILES BrC1=CC(=C(C=C1)C(F)(F)F)N

Description

5-Bromo-2-(trifluoromethyl)aniline features a trifluoromethyl group that imparts enhanced electron-withdrawal and metabolic stability, while the bromo substituent enables facile cross-coupling transformations. This bench-stable aryl amine integrates efficiently into pharmaceutical intermediates and functional materials under standard conditions.

Application

5-Bromo-2-(trifluoromethyl)aniline serves as a versatile building block in medicinal chemistry and materials science, enabling efficient Suzuki-Miyaura and Buchwald-Hartwig coupling reactions. The bromo group provides high reactivity in palladium-catalyzed cross-couplings, while the trifluoromethyl moiety enhances metabolic stability and lipophilicity. Bench-stable and readily purified by column chromatography, it facilitates the construction of complex heterocyclic scaffolds and functionalized aryl architectures common in API development.

Synthesis

  • Route1

    References

    • ELAN PHARMACEUTICALS, INC.; SHAM, Hing, L.; KONRADI, Andrei, W.; HOM, Roy, K.; PROBST, Gary, D.; BOWERS, Simeon; TRUONG, Anh; NEITZ, R., Jeffrey; SEALY, Jennifer; TOTH, Gergely Patent: WO2010/91310 A1, 2010 ; Location in patent: Page/Page column 100 ; WO 2010/091310 A1

Safety Information

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GHS Pictogram :
GHS No : GHS06
Signal Word : Danger
UN#: 2811
Class : 6.1
Packing Group : Ⅲ
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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