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2-Hydroxy-[1,1'-biphenyl]-3-carbaldehyde

  • CAS No. 14562-10-8

  • Cat. No. CS-0006458
  • Purity≥95%
  • MDL No.MFCD13192635

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

2-Hydroxy-[1,1'-biphenyl]-3-carbaldehyde|CS-0006458

Structure of 14562-10-8

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General Information

  • CAS No. 14562-10-8
  • Cat. No. CS-0006458
  • Purity ≥95%
  • MDL No. MFCD13192635
  • Storage 4°C, stored under nitrogen
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₁₃H₁₀O₂
  • Molecular Weight 198.22
  • Synonym(s) 2-FORMYL-6-PHENYLPHENOL
  • SMILES OC1=C(C2=CC=CC=C2)C=CC=C1C=O

Description

2-Hydroxy-[1,1'-biphenyl]-3-carbaldehyde features a strategically positioned hydroxyl group adjacent to the aldehyde functionality, enabling direct participation in hydrogen bonding and enhancing solubility in polar solvents. This bifunctional scaffold integrates seamlessly into transition metal-catalyzed coupling reactions and serves as a key building block for ligands and functionalized aromatic frameworks in medicinal chemistry and materials science.

Application

2-Hydroxy-[1,1'-biphenyl]-3-carbaldehyde serves as a versatile building block in synthetic organic chemistry, enabling efficient access to biaryl-containing heterocycles and functionalized scaffolds. The ortho-hydroxyl group facilitates intramolecular coordination and directs electrophilic substitution, while the aldehyde functionality supports imine formation, reductive amination, and coupling reactions. Its bench-stable nature and compatibility with common protecting group strategies make it well-suited for multi-step synthesis in medicinal chemistry and materials science applications.

Safety Information

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GHS Pictogram :
GHS No : GHS07
Signal Word : Warning
UN#: N/A
Class : N/A
Packing Group : N/A
Hazard Statements : H302-H319
Precautionary Statements : P261-P264-P270-P271-P280-P302+P352-P304+P340-P305+P351+P338-P330-P362+P364-P403+P233-P405-P501

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Computational Chemistry Data

  • TPSA   37.3
  • LogP   2.8717
  • H_Acceptors   2
  • H_Donors   1
  • Rotatable_Bonds   2

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