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CS-W001157 4
Total: USD 88.00

3-(Difluoromethoxy)benzaldehyde

  • CAS No. 85684-61-3

  • Cat. No. CS-0044442
  • Purity≥98%
  • MDL No.MFCD00236222

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

3-(Difluoromethoxy)benzaldehyde|CS-0044442

Structure of 85684-61-3

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General Information

  • CAS No. 85684-61-3
  • Cat. No. CS-0044442
  • Purity ≥98%
  • MDL No. MFCD00236222
  • Storage 4°C
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₈H₆F₂O₂
  • Molecular Weight 172.13
  • Synonym(s) 3-difluoromethoxy-benzaldehyde
  • SMILES O=CC1=CC=CC(OC(F)F)=C1

Description

3-(Difluoromethoxy)benzaldehyde features a para-difluoromethoxy substituent that enhances electron-withdrawal and metabolic stability. This aromatic aldehyde integrates readily into Suzuki-Miyaura couplings and serves as a key building block in medicinal chemistry, offering improved lipophilicity and resistance to oxidative degradation under standard conditions.

Application

3-(Difluoromethoxy)benzaldehyde serves as a valuable building block in medicinal chemistry and agrochemical synthesis, offering a unique combination of electronic modulation and metabolic stability. The difluoromethoxy group enhances lipophilicity and bioavailability while maintaining compatibility with standard transformations. It functions effectively in Suzuki-Miyaura couplings, nucleophilic additions, and condensation reactions, enabling efficient access to diverse heterocyclic scaffolds and functionalized aromatic systems. Its bench-stable nature and straightforward purification support reliable use in multi-step syntheses.

Synthesis

  • Route1

    References

    • WO2011/159553 A1, ; Page/Page column 30-31 ;
  • Route2
    • (3-(Difluoromethoxy)phenyl)methanol|CS-0107251
      125903-81-3
    • ~66%
    • In-stock
      3-(Difluoromethoxy)benzaldehyde|CS-0044442
      85684-61-3

    References

    • Medwid, Jeffrey B.; Paul, Rolf; Baker, Jannie S.; Brockman, John A.; Du, Mila T.; et al. Journal of Medicinal Chemistry, 1990 , vol. 33, # 4 p. 1230 - 1241
  • Route3
    • 3-Hydroxybenzaldehyde Roxatidine Impurity|CS-0229483
      100-83-4
    • ~%
    • In-stock
      3-(Difluoromethoxy)benzaldehyde|CS-0044442
      85684-61-3

    References

    • Journal of Medicinal Chemistry, , vol. 33, # 4 p. 1230 - 1241

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   26.3
  • LogP   2.1005
  • H_Acceptors   2
  • H_Donors   0
  • Rotatable_Bonds   3

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