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

  • CAS No. 402-05-1

  • Cat. No. CS-W019293
  • Purity≥96%
  • MDL No.MFCD09261190

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

2-Bromo-5-(trifluoromethyl)phenol|CS-W019293

Structure of 402-05-1

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General Information

  • CAS No. 402-05-1
  • Cat. No. CS-W019293
  • Purity ≥96%
  • MDL No. MFCD09261190
  • Storage RT, stored under nitrogen
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₇H₄BrF₃O
  • Molecular Weight 241.01
  • Synonym(s) phenol, 2-bromo-5-(trifluoromethyl)-
  • SMILES BrC1=C(C=C(C=C1)C(F)(F)F)O

Description

2-Bromo-5-(trifluoromethyl)phenol features a trifluoromethyl group that imparts enhanced electron-withdrawal and metabolic stability, while the bromo substituent enables facile cross-coupling transformations. This phenolic scaffold integrates readily into pharmaceutical intermediates and functional materials under standard conditions.

Application

2-Bromo-5-(trifluoromethyl)phenol serves as a versatile building block in the synthesis of functionalized aromatic scaffolds, enabling efficient late-stage functionalization via palladium-catalyzed cross-coupling reactions. The bromo group facilitates Suzuki, Stille, and Negishi couplings, while the phenolic hydroxyl offers sites for etherification or esterification. Its trifluoromethyl substituent enhances metabolic stability and lipophilicity, making it valuable in medicinal chemistry and agrochemical development. Bench-stable and readily purified by recrystallization, it integrates seamlessly into standard synthetic workflows.

Synthesis

  • Route1

    References

    • Eli Lilly and Company Patent: US6638936 B1, 2003 ;

Safety Information

Download SDS
GHS Pictogram :
GHS No : GHS05
Signal Word : Danger
UN#: 1759
Class : 8
Packing Group : Ⅲ
Hazard Statements : H302+H312+H332-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   20.23
  • LogP   3.1735
  • H_Acceptors   1
  • H_Donors   1
  • Rotatable_Bonds   0

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