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CS-W001157 4
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5-(4-Formylphenyl)nicotinicacid

  • CAS No. 566198-28-5

  • Cat. No. CS-0170950
  • Purity≥97%
  • MDL No.None

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

5-(4-Formylphenyl)nicotinicacid|CS-0170950

Structure of 566198-28-5

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General Information

  • CAS No. 566198-28-5
  • Cat. No. CS-0170950
  • Purity ≥97%
  • MDL No. None
  • Storage 4°C, stored under nitrogen
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₁₃H₉NO₃
  • Molecular Weight 227.22
  • Synonym(s) 5-(4-Formylphenyl)nicotinic acid
  • SMILES C1=C(C=CC(=C1)C2=CC(=CN=C2)C(=O)O)C=O

Description

5-(4-Formylphenyl)nicotinic acid features a conjugated system linking a formyl-functionalized phenyl ring to a nicotinic acid core, enabling efficient coupling in cross-coupling and click chemistry. This bifunctional scaffold integrates seamlessly into complex molecular architectures, offering enhanced solubility and stability under standard conditions.

Application

5-(4-Formylphenyl)nicotinic acid serves as a versatile bifunctional building block for medicinal chemistry and materials science, enabling efficient synthesis of conjugated systems via Staudinger ligation or Suzuki-Miyaura coupling. The pendant aldehyde and carboxylic acid groups offer orthogonal reactivity for modular derivatization, while the rigid heteroaromatic framework enhances metabolic stability in bioactive scaffolds. Bench-stable and readily purified by recrystallization, it functions effectively in both solution-phase and solid-phase workflows.

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-H315-H319-H335
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   67.26
  • LogP   2.2593
  • H_Acceptors   3
  • H_Donors   1
  • Rotatable_Bonds   3

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