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CS-W001157 4
Total: USD 88.00

3-Formyl-4-hydroxybenzonitrile

  • CAS No. 74901-29-4

  • Cat. No. CS-W003664
  • Purity≥96%
  • MDL No.MFCD09839541

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

3-Formyl-4-hydroxybenzonitrile|CS-W003664

Structure of 74901-29-4

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General Information

  • CAS No. 74901-29-4
  • Cat. No. CS-W003664
  • Purity ≥96%
  • MDL No. MFCD09839541
  • Storage 4°C, stored under nitrogen
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₈H₅NO₂
  • Molecular Weight 147.13
  • Synonym(s) None
  • SMILES N#CC1=CC(C=O)=C(O)C=C1

Description

3-Formyl-4-hydroxybenzonitrile features a conjugated triad of formyl, hydroxyl, and nitrile groups on a benzene scaffold, enabling diverse synthetic transformations. This electron-deficient aromatic core integrates readily into heterocyclic systems and serves as a key intermediate in pharmaceutical and agrochemical synthesis.

Application

3-Formyl-4-hydroxybenzonitrile serves as a versatile building block in medicinal chemistry and materials science, enabling efficient access to functionalized heterocycles via condensation and cyclization reactions. The ortho-oriented formyl and hydroxyl groups facilitate chelation and directed synthesis, while the nitrile group offers compatibility with nucleophilic additions and transition-metal-catalyzed transformations. Bench-stable and readily purified by recrystallization, it functions as a key intermediate in the construction of bioactive scaffolds and advanced ligands.

Synthesis

  • Route1

    References

    • US2004/10011 A1, ; Page/Page column 26 ;
  • Route2
    • null|null
      100-97-0
    • 4-Cyanophenol Febuxostat Impurity|CS-0213981
      767-00-0
    • ~40%
    • In-stock
      3-Formyl-4-hydroxybenzonitrile|CS-W003664
      74901-29-4

    References

    • Chemical & Pharmaceutical Bulletin, , vol. 31, # 5 p. 1751 - 1753
  • Route3
    • 4-Cyanophenol Febuxostat Impurity|CS-0213981
      767-00-0
    • null|null
      141-78-6
    • ~13%
    • In-stock
      3-Formyl-4-hydroxybenzonitrile|CS-W003664
      74901-29-4

    References

    • US6555556 B1, ; US 6555556 B1

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   61.09
  • LogP   1.07638
  • H_Acceptors   3
  • H_Donors   1
  • Rotatable_Bonds   1

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