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CS-W001157 4
Total: USD 88.00

3,5-Difluoro-4-hydroxybenzonitrile

  • CAS No. 2967-54-6

  • Cat. No. CS-W006696
  • Purity≥98%
  • MDL No.MFCD09033181

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

3,5-Difluoro-4-hydroxybenzonitrile|CS-W006696

Structure of 2967-54-6

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General Information

  • CAS No. 2967-54-6
  • Cat. No. CS-W006696
  • Purity ≥98%
  • MDL No. MFCD09033181
  • Storage 4°C
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₇H₃F₂NO
  • Molecular Weight 155.10
  • Synonym(s) 3,5-DIFLUORO-4-HYDROXY-BENZONITRILE
  • SMILES N#CC1=CC(F)=C(O)C(F)=C1

Description

3,5-Difluoro-4-hydroxybenzonitrile features a trifunctional aromatic core with electron-withdrawing fluorine atoms and a polar hydroxyl group flanking a nitrile moiety. This combination enables robust participation in cross-coupling reactions and facilitates incorporation into bioactive scaffolds requiring enhanced metabolic stability and controlled polarity.

Application

3,5-Difluoro-4-hydroxybenzonitrile serves as a versatile building block in medicinal chemistry, enabling efficient access to fluorinated aromatic scaffolds. The hydroxyl group facilitates direct derivatization or metal-catalyzed coupling reactions, while the nitrile functions as a handle for amidation or reduction. Its bench-stable nature and orthogonal reactivity profile support streamlined synthesis of bioactive molecules, particularly in kinase inhibitor and CNS-targeted compound development.

Synthesis

  • Route1
    • null|null
      960287-97-2
    • ~94%
    • In-stock
      3,5-Difluoro-4-hydroxybenzonitrile|CS-W006696
      2967-54-6

    References

    • Augustine, John Kallikat; Kumar, Rajesha; Bombrun, Agnes; Mandal, Ashis Baran Tetrahedron Letters, 2011 , vol. 52, # 10 p. 1074 - 1077
  • Route2

    References

    • ASTRAZENECA AB Patent: WO2006/135316 A1, 2006 ; Location in patent: Page/Page column 55 ; WO 2006/135316 A1
  • Route3

    References

    • Augustine, John Kallikat; Atta, Rajendra Nath; Ramappa, Balakrishna Kolathur; Boodappa, Chandrakantha Synlett, 2009 , # 20 p. 3378 - 3382

Safety Information

Download SDS
GHS Pictogram :
GHS No : GHS06
Signal Word : Danger
UN#: 3439
Class : 6.1
Packing Group : Ⅲ
Hazard Statements : H301+H311+H331
Precautionary Statements : P264-P270-P330-P405-P501

Quality Control

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Computational Chemistry Data

  • TPSA   44.02
  • LogP   1.54208
  • H_Acceptors   2
  • H_Donors   1
  • Rotatable_Bonds   0

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