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CS-W001157 4
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4-Cyano-4'-hydroxybiphenyl

  • CAS No. 19812-93-2

  • Cat. No. CS-W002275
  • Purity≥98%
  • MDL No.MFCD00059625

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

4-Cyano-4'-hydroxybiphenyl|CS-W002275

Structure of 19812-93-2

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General Information

  • CAS No. 19812-93-2
  • Cat. No. CS-W002275
  • Purity ≥98%
  • MDL No. MFCD00059625
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₁₃H₉NO
  • Molecular Weight None
  • Synonym(s) 4-Hydroxy-4-biphenylcarbonitrile
  • SMILES N#CC1=CC=C(C2=CC=C(O)C=C2)C=C1

Description

4-Cyano-4'-hydroxybiphenyl features a conjugated biphenyl scaffold bearing a nitrile group at the para position of one ring and a hydroxyl group at the para position of the other. This dual functionality enables robust integration into advanced organic materials, where the electron-withdrawing cyano moiety pairs with the hydrogen-bonding hydroxyl group to enhance molecular rigidity and intermolecular interactions in liquid crystalline and optoelectronic systems.

Application

4-Cyano-4'-hydroxybiphenyl serves as a versatile building block in medicinal chemistry and materials science, enabling efficient access to functionalized biphenyl scaffolds. The cyano group facilitates nucleophilic addition and subsequent transformations, while the phenolic hydroxyl supports derivatization and metal coordination. Its bench-stable nature and compatibility with standard coupling reactions make it well-suited for iterative synthesis of complex heterocycles and API intermediates.

Synthesis

  • Route1
    • null|null
      106-41-2
    • In-stock
      4-Cyanobenzeneboronic acid|CS-B0849
      126747-14-6
    • ~56%
    • In-stock
      4-Cyano-4'-hydroxybiphenyl|CS-W002275
      19812-93-2

    References

    • E.I. DUPONT DE NEMOURS AND COMPANY Patent: WO2006/72015 A2, 2006 ; Location in patent: Page/Page column 35 ;
  • Route2

    References

    • Tewari, Amit; Hein, Martin; Zapf, Alexander; Beller, Matthias Synthesis, 2004 , # 6 p. 935 - 941
  • Route3
    • 4'-Methoxy-[1,1'-biphenyl]-4-carbonitrile|CS-0196077
      58743-77-4
    • ~87%
    • In-stock
      4-Cyano-4'-hydroxybiphenyl|CS-W002275
      19812-93-2

    References

    • Moorthy, Jarugu Narasimha; Koner, Apurba L.; Samanta, Subhas; Roy, Ankur; Nau, Werner M. Chemistry - A European Journal, 2009 , vol. 15, # 17 p. 4289 - 4300

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-H312-H315-H319-H332-H335
Precautionary Statements : P260-P261-P264-P270-P271-P280-P301+P310-P302+P352-P304+P340-P304+P341-P305+P351+P338-P312-P330-P332+P313-P337+P313-P362+P364-P363-P403+P233-P405-P501

Quality Control

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Computational Chemistry Data

  • TPSA   44.02
  • LogP   2.93088
  • H_Acceptors   2
  • H_Donors   1
  • Rotatable_Bonds   1

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