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CS-W001157 4
Total: USD 88.00

2-Bromo-6-(trifluoromethyl)aniline

  • CAS No. 58458-13-2

  • Cat. No. CS-0157248
  • Purity≥98%
  • MDL No.None

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

2-Bromo-6-(trifluoromethyl)aniline|CS-0157248

Structure of 58458-13-2

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General Information

  • CAS No. 58458-13-2
  • Cat. No. CS-0157248
  • Purity ≥98%
  • MDL No. None
  • Storage 4°C, protect from light
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₇H₅BrF₃N
  • Molecular Weight 240.02
  • Synonym(s) None
  • SMILES C1=CC(=C(C(=C1)Br)N)C(F)(F)F

Description

2-Bromo-6-(trifluoromethyl)aniline features a trifluoromethyl group that imparts enhanced electron-withdrawing character and metabolic stability, while the bromine substituent enables facile cross-coupling transformations. This combination facilitates efficient integration into complex molecular architectures under standard conditions.

Application

2-Bromo-6-(trifluoromethyl)aniline serves as a versatile building block in medicinal chemistry and agrochemical synthesis, enabling palladium-catalyzed cross-coupling reactions due to its well-defined reactivity profile. The bromo group facilitates efficient Suzuki, Stille, and Negishi couplings, while the trifluoromethyl substituent enhances metabolic stability and lipophilicity. Bench-stable and readily purified by column chromatography, it functions reliably in multi-step syntheses of heterocyclic scaffolds and functionalized aromatic systems.

Synthesis

  • Route1
    • 4-Nitro-2-(trifluoromethyl)aniline|CS-W015340
      121-01-7
    • ~%
    • In-stock
      2-Bromo-6-(trifluoromethyl)aniline|CS-0157248
      58458-13-2

    References

    • Grunewald, Gary L.; Paradkar, Vidyadhar M.; Pazhenchevsky, Bharak; Pleiss, Michael A.; Sall, Daniel J.; et al. Journal of Organic Chemistry, 1983 , vol. 48, # 14 p. 2321 - 2327
  • Route2

    References

    • Grunewald, Gary L.; Paradkar, Vidyadhar M.; Pazhenchevsky, Bharak; Pleiss, Michael A.; Sall, Daniel J.; et al. Journal of Organic Chemistry, 1983 , vol. 48, # 14 p. 2321 - 2327
  • Route3
    • null|null
      85977-21-5
    • ~%
    • In-stock
      2-Bromo-6-(trifluoromethyl)aniline|CS-0157248
      58458-13-2

    References

    • Grunewald, Gary L.; Paradkar, Vidyadhar M.; Pazhenchevsky, Bharak; Pleiss, Michael A.; Sall, Daniel J.; et al. Journal of Organic Chemistry, 1983 , vol. 48, # 14 p. 2321 - 2327

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-P280-P302+P352

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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