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CS-W001157 4
Total: USD 88.00

2-Hydroxy-3-(trifluoromethoxy)benzaldehyde

  • CAS No. 497959-31-6

  • Cat. No. CS-0202566
  • Molecule weight206.12
  • Purity≥97%
  • MDL No.None

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

2-Hydroxy-3-(trifluoromethoxy)benzaldehyde|CS-0202566

Structure of 497959-31-6

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General Information

  • CAS No. 497959-31-6
  • Cat. No. CS-0202566
  • Purity ≥97%
  • MDL No. None
  • Storage 4°C, stored under nitrogen
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₈H₅F₃O₃
  • Molecular Weight 206.12
  • Synonym(s) 3-(Trifluoromethoxy)salicylaldehyde, 2-Formyl-6-(trifluoromethoxy)phenol
  • SMILES O=CC1=CC=CC(OC(F)(F)F)=C1O

Description

This trifluoromethoxy-substituted benzaldehyde features a strategically positioned hydroxyl group, enabling direct participation in hydrogen bonding and facilitating downstream derivatization. The electron-withdrawing trifluoromethoxy moiety enhances electrophilicity at the carbonyl carbon, promoting reactivity in nucleophilic addition reactions. Bench-stable and moisture-tolerant, it serves as a key building block for bioactive heterocycles and functionalized aromatic scaffolds.

Application

2-Hydroxy-3-(trifluoromethoxy)benzaldehyde serves as a versatile building block in medicinal chemistry and materials synthesis, enabling efficient access to bioactive heterocycles and functionalized aromatics. Its ortho-hydroxyl and trifluoromethoxy groups confer enhanced solubility and metabolic stability, while the aldehyde functionality facilitates reliable condensation reactions, including Ugi and Mannich-type transformations. Bench-stable and readily purified by recrystallization, it functions as a key intermediate in the construction of pharmaceutical scaffolds and fluorescent probes.

Synthesis

  • Route1
    • null|null
      50-00-0
    • In-stock
      2-(Trifluorormethoxy)phenol|CS-W017348
      32858-93-8
    • ~41%
    • In-stock
      2-Hydroxy-3-(trifluoromethoxy)benzaldehyde|CS-0202566
      497959-31-6

    References

    • WO2007/53131 A2, ; Page/Page column 80; 83 ; WO 2007/053131 A2
  • Route2

    References

    • US2012/184587 A1, ;
  • Route3
    • 1-(Methoxymethoxy)-2-(trifluoromethoxy)benzene|CS-W014242
      851341-36-1
    • ~%
    • In-stock
      2-Hydroxy-3-(trifluoromethoxy)benzaldehyde|CS-0202566
      497959-31-6

    References

    • US2012/184587 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 : H315-H319-H335
Precautionary Statements : P233-P260-P261-P264-P271-P280-P302+P352-P304+P340-P340-P362-P403-P405-P501

Quality Control

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Computational Chemistry Data

  • TPSA   46.53
  • LogP   2.1033
  • H_Acceptors   3
  • H_Donors   1
  • Rotatable_Bonds   2

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