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CS-W001157 4
Total: USD 88.00

2-Hydroxy-6-(trifluoromethyl)benzaldehyde

  • CAS No. 58914-35-5

  • Cat. No. CS-W023141
  • Purity≥98%
  • MDL No.None

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

2-Hydroxy-6-(trifluoromethyl)benzaldehyde|CS-W023141

Structure of 58914-35-5

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General Information

  • CAS No. 58914-35-5
  • Cat. No. CS-W023141
  • Purity ≥98%
  • MDL No. None
  • Storage 4°C, stored under nitrogen
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₈H₅F₃O₂
  • Molecular Weight 190.12
  • Synonym(s) 6-(Trifluoromethyl)salicylaldehyde
  • SMILES Oc1cccc(c1C=O)C(F)(F)F

Description

2-Hydroxy-6-(trifluoromethyl)benzaldehyde features a strategically positioned trifluoromethyl group that enhances electron deficiency and metabolic stability. The ortho-hydroxyl moiety enables chelation and facilitates coordination in catalytic systems. This combination delivers enhanced reactivity in transition metal-catalyzed couplings and serves as a key building block in the synthesis of bioactive heterocycles.

Application

2-Hydroxy-6-(trifluoromethyl)benzaldehyde serves as a versatile building block in medicinal chemistry and agrochemical synthesis, enabling efficient access to substituted benzofuran and benzothiophene scaffolds. Its ortho-hydroxyl group facilitates cyclization reactions, while the electron-withdrawing trifluoromethyl and aldehyde functionalities offer enhanced reactivity in nucleophilic additions and condensation processes. The compound exhibits good bench stability and is readily purified by crystallization, supporting scalable applications in target-oriented synthesis.

Synthesis

  • Route1

    References

    • Knoll Aktiengesellschaft Patent: US5935973 A1, 1999 ;

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

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Computational Chemistry Data

  • TPSA   37.3
  • LogP   2.2235
  • H_Acceptors   2
  • H_Donors   1
  • Rotatable_Bonds   1

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