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CS-W001157 4
Total: USD 88.00

2-(Difluoromethoxy)benzaldehyde

  • CAS No. 71653-64-0

  • Cat. No. CS-W005133
  • Purity≥95%
  • MDL No.MFCD00042251

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

2-(Difluoromethoxy)benzaldehyde|CS-W005133

Structure of 71653-64-0

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General Information

  • CAS No. 71653-64-0
  • Cat. No. CS-W005133
  • Purity ≥95%
  • MDL No. MFCD00042251
  • Storage 4°C, protect from light, stored under nitrogen
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₈H₆F₂O₂
  • Molecular Weight 172.13
  • Synonym(s) 2-difloroMethoxybenzaldehyde
  • SMILES O=CC1=CC=CC=C1OC(F)F

Description

2-(Difluoromethoxy)benzaldehyde features a para-difluoromethoxy group that enhances electronic modulation and metabolic stability. This electron-deficient aromatic aldehyde integrates readily into Suzuki-Miyaura couplings and serves as a key building block in medicinal chemistry for bioactive molecule synthesis.

Application

2-(Difluoromethoxy)benzaldehyde serves as a valuable building block in medicinal chemistry and agrochemical synthesis, offering a polar, electron-withdrawing difluoromethoxy group ortho to an aldehyde functionality. Its stability under standard reaction conditions enables reliable use in nucleophilic additions, condensations, and transition-metal-catalyzed coupling reactions. The molecule facilitates the construction of diverse heterocyclic scaffolds and provides enhanced metabolic stability in bioactive molecules.

Synthesis

  • Route1
    • null|null
      90-02-8
    • ~%
    • In-stock
      2-(Difluoromethoxy)benzaldehyde|CS-W005133
      71653-64-0

    References

    • US2002/35147 A1, ; US 20020035147 A1
  • Route2
    • null|null
      75-45-6
    • null|null
      90-02-8
    • ~92%
    • In-stock
      2-(Difluoromethoxy)benzaldehyde|CS-W005133
      71653-64-0

    References

    • Shelyazhenko, S. V.; Fialkov, Yu. A.; Yagupol'skii, L. M. Journal of Organic Chemistry USSR (English Translation), 1992 , vol. 28, # 8.1 p. 1317 - 1324 Zhurnal Organicheskoi Khimii, 1992 , vol. 28, # 8 p. 1652 - 1660
  • Route3
    • null|null
      115262-01-6
    • null|null
      90-02-8
    • ~74%
    • In-stock
      2-(Difluoromethoxy)benzaldehyde|CS-W005133
      71653-64-0

    References

    • Li, Lingchun; Wang, Fei; Ni, Chuanfa; Hu, Jinbo Angewandte Chemie - International Edition, 2013 , vol. 52, # 47 p. 12390 - 12394 Angew. Chem., 2013 , vol. 125, # 47 p. 12616 - 12620,5

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

Quality Control

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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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