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CS-W001157 4
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2-(Pyridin-2-yl)benzoic acid

  • CAS No. 13764-20-0

  • Cat. No. CS-0043185
  • Molecule weight199.21
  • Purity≥98%
  • MDL No.MFCD11848836

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

2-(Pyridin-2-yl)benzoic acid|CS-0043185

Structure of 13764-20-0

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General Information

  • CAS No. 13764-20-0
  • Cat. No. CS-0043185
  • Purity ≥98%
  • MDL No. MFCD11848836
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₁₂H₉NO₂
  • Molecular Weight 199.21
  • Synonym(s) None
  • SMILES O=C(O)C=1C=CC=CC1C2=NC=CC=C2

Description

2-(Pyridin-2-yl)benzoic acid features a rigid, planar architecture with ortho-linked pyridine and benzoic acid moieties, enabling strong intermolecular coordination. This structural motif facilitates metal chelation and enhances solubility in polar solvents. The carboxylic acid group serves as a direct handle for amide coupling or esterification, streamlining conjugation in pharmaceutical intermediates and ligand design.

Application

2-(Pyridin-2-yl)benzoic acid serves as a versatile building block in medicinal chemistry, enabling the construction of bioactive heterocyclic scaffolds through standard coupling and cyclization protocols. Its ortho-linked pyridine and carboxylic acid functionalities offer enhanced solubility and directional reactivity, facilitating efficient derivatization via amide formation, esterification, or transition-metal-catalyzed cross-couplings. The molecule exhibits good bench stability and is readily purified by recrystallization, supporting its use in high-throughput synthesis and process development workflows.

Synthesis

  • Route1
    • null|null
      98061-19-9
    • ~86%
    • In-stock
      2-(Pyridin-2-yl)benzoic acid|CS-0043185
      13764-20-0

    References

    • Ohkawa, Takehiko; Zenkoh, Tatsuya; Tomita, Masayuki; Hosogai, Naomi; Hemmi, Keiji; Tanaka, Hirokazu; Setoi, Hiroyuki Chemical and Pharmaceutical Bulletin, 1999 , vol. 47, # 4 p. 501 - 510
  • Route2

    References

    • Timari, Geza; Hajos, Gyoergy; Batori, Sandor; Messmer, Andras Chemische Berichte, 1992 , vol. 125, # 4 p. 929 - 932
  • Route3

    References

    • Mizuno, Hajime; Takaya, Jun; Iwasawa, Nobuharu Journal of the American Chemical Society, 2011 , vol. 133, # 5 p. 1251 - 1253

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   50.19
  • LogP   2.4468
  • H_Acceptors   2
  • H_Donors   1
  • Rotatable_Bonds   2

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