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CS-W001157 4
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5-Hydroxyisophthalonitrile

  • CAS No. 79370-78-8

  • Cat. No. CS-W003813
  • Purity≥95%
  • MDL No.MFCD11865326

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

5-Hydroxyisophthalonitrile|CS-W003813

Structure of 79370-78-8

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General Information

  • CAS No. 79370-78-8
  • Cat. No. CS-W003813
  • Purity ≥95%
  • MDL No. MFCD11865326
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₈H₄N₂O
  • Molecular Weight 144.13
  • Synonym(s) 3,5-Dicyanophenol
  • SMILES N#CC1=CC(C#N)=CC(O)=C1

Description

5-Hydroxyisophthalonitrile features a hydroxyl group flanked by two nitrile functionalities, enabling versatile conjugation and functionalization. This electron-deficient aromatic scaffold supports efficient coupling reactions under mild conditions, delivering stable intermediates for advanced synthetic applications in pharmaceuticals and functional materials.

Application

5-Hydroxyisophthalonitrile serves as a versatile building block in synthetic organic chemistry, enabling the construction of functionalized heterocycles and pharmaceutical intermediates. The ortho-dinitrile motif provides high reactivity for nucleophilic additions and cyclizations, while the hydroxyl group offers a handle for derivatization or protection. Its bench-stable crystalline form facilitates handling and purification, making it well-suited for multi-step synthesis and scale-up applications.

Synthesis

  • Route1
    • null|null
      453565-53-2
    • ~%
    • In-stock
      5-Hydroxyisophthalonitrile|CS-W003813
      79370-78-8

    References

    • WO2004/29042 A1, ; Page 25 ; WO 2004/029042 A1
  • Route2
    • 5-Hydroxyisophthalamide|CS-0360792
      68052-43-7
    • ~93%
    • In-stock
      5-Hydroxyisophthalonitrile|CS-W003813
      79370-78-8

    References

    • Mowbray, Charles E.; Burt, Catherine; Corbau, Romuald; Gayton, Simon; Hawes, Michael; Perros, Manos; Tran, Isabelle; Price, David A.; Quinton, Faye J.; Selby, Matthew D.; Stupple, Paul A.; Webster, Rob; Wood, Anthony Bioorganic and Medicinal Chemistry Letters, 2009 , vol. 19, # 20 p. 5857 - 5860
  • Route3
    • 4-Cyanophenol Febuxostat Impurity|CS-0213981
      767-00-0
    • null|null
      188998-64-3
    • ~%
    • 4,4'-Oxydibenzonitrile|CS-0322718
      6508-04-9
    • In-stock
      5-Hydroxyisophthalonitrile|CS-W003813
      79370-78-8

    References

    • Russian Journal of Organic Chemistry, , vol. 32, # 10 p. 1505 - 1509

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   67.81
  • LogP   1.13556
  • H_Acceptors   3
  • H_Donors   1
  • Rotatable_Bonds   0

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