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CS-W001157 4
Total: USD 88.00

3,4-Bis(difluoromethoxy)benzaldehyde

  • CAS No. 127842-54-0

  • Cat. No. CS-0028734
  • Purity≥98%
  • MDL No.MFCD08706075

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

3,4-Bis(difluoromethoxy)benzaldehyde|CS-0028734

Structure of 127842-54-0

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General Information

  • CAS No. 127842-54-0
  • Cat. No. CS-0028734
  • Purity ≥98%
  • MDL No. MFCD08706075
  • Storage 4°C, stored under nitrogen
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₉H₆F₄O₃
  • Molecular Weight 238.14
  • Synonym(s) Roflumilast Impurity K
  • SMILES O=CC1=CC=C(OC(F)F)C(OC(F)F)=C1

Description

3,4-Bis(difluoromethoxy)benzaldehyde features two difluoromethoxy groups positioned ortho to the aldehyde functionality, imparting enhanced electron-withdrawing character and improved metabolic stability. This aromatic aldehyde serves as a key building block in medicinal chemistry for constructing fluorinated pharmacophores. The molecule exhibits favorable solubility in common organic solvents and maintains stability under standard bench conditions, enabling straightforward integration into multistep synthetic sequences.

Application

3,4-Bis(difluoromethoxy)benzaldehyde serves as a versatile building block in medicinal chemistry and materials science, enabling the construction of bioactive heterocycles and functionalized aromatic scaffolds. Its dual difluoromethoxy groups enhance metabolic stability and modulate lipophilicity, while the aldehyde functionality facilitates straightforward derivatization via imine formation, reductive amination, or coupling reactions. The compound exhibits excellent bench stability and compatibility with standard purification techniques, making it well-suited for high-throughput synthesis and process-scale applications.

Synthesis

  • Route1

    References

    • WO2006/76246 A2, ; Page/Page column 220 ; WO 2006/076246 A2
  • Route2

    References

    • US5710170 A1, ; US 5710170 A
  • Route3
    • null|null
      1514-87-0
    • In-stock
      Protocatechualdehyde|CS-W009195
      139-85-5
    • ~20%
    • In-stock
      3,4-Bis(difluoromethoxy)benzaldehyde|CS-0028734
      127842-54-0
    • 4-Difluoromethoxy-3-hydroxybenzaldehyde Roflumilast  Impurity|CS-0229135
      151103-08-1

    References

    • Journal of Medicinal Chemistry, , vol. 51, # 24 p. 7673 - 7688

Safety Information

Download SDS
GHS Pictogram :
GHS No : GHS05,GHS07
Signal Word : Danger
UN#: 1760
Class : 8
Packing Group : Ⅱ
Hazard Statements : H302-H314
Precautionary Statements : P260-P264-P270-P280-P301+P330+P331-P304+P340-P330-P363-P405-P501

Quality Control

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Computational Chemistry Data

  • TPSA   35.53
  • LogP   2.7019
  • H_Acceptors   3
  • H_Donors   0
  • Rotatable_Bonds   5

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