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CS-W001157 4
Total: USD 88.00

2-(Pyridin-2-yl)phenol

  • CAS No. 33421-36-2

  • Cat. No. CS-W019040
  • Purity≥98%
  • MDL No.MFCD18072507

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

2-(Pyridin-2-yl)phenol|CS-W019040

Structure of 33421-36-2

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General Information

  • CAS No. 33421-36-2
  • Cat. No. CS-W019040
  • Purity ≥98%
  • MDL No. MFCD18072507
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₁₁H₉NO
  • Molecular Weight 171.20
  • Synonym(s) 2-(Pyridin-2-yl)phel
  • SMILES OC1=CC=CC=C1C2=NC=CC=C2

Description

2-(Pyridin-2-yl)phenol features a fused heterocyclic architecture combining pyridine and phenolic moieties, enabling strong coordination with transition metals. This structural motif enhances its utility in catalysis and ligand design, particularly in palladium-catalyzed cross-coupling reactions. The molecule exhibits bench-stable behavior and moderate solubility in common organic solvents.

Application

2-(Pyridin-2-yl)phenol serves as a versatile building block in medicinal chemistry and catalysis, enabling efficient construction of biologically relevant heterocyclic scaffolds. Its ortho-heterocyclic arrangement facilitates intramolecular coordination in transition metal complexes and supports robust coupling reactions. The compound exhibits good bench stability, ease of purification, and functional group tolerance, making it well-suited for iterative synthesis workflows and scale-up applications.

Synthesis

  • Route1

    References

    • Yan, Yuepeng; Feng, Peng; Zheng, Qing-Zhong; Liang, Yu-Feng; Lu, Jing-Fen; Cui, Yuxin; Jiao, Ning Angewandte Chemie - International Edition, 2013 , vol. 52, # 22 p. 5827 - 5831 Angew. Chem., 2013 , vol. 125, # 22 p. 5939 - 5943,5
  • Route2
    • null|null
      694-59-7
    • In-stock
      2-(Trimethylsilyl)phenyl trifluoromethanesulfonate|CS-W007378
      88284-48-4
    • ~71%
    • In-stock
      2-(Pyridin-2-yl)phenol|CS-W019040
      33421-36-2

    References

    • Shaibu, Balagopal S.; Kawade, Rahul Kisan; Liu, Rai-Shung Organic and Biomolecular Chemistry, 2012 , vol. 10, # 34 p. 6834 - 6839
  • Route3
    • null|null
      93953-42-5
    • ~60%
    • In-stock
      2-(Pyridin-2-yl)phenol|CS-W019040
      33421-36-2

    References

    • Turlington, Christopher R.; White, Peter S.; Brookhart, Maurice; Templeton, Joseph L. Journal of the American Chemical Society, 2014 , vol. 136, # 10 p. 3981 - 3994

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   33.12
  • LogP   2.4542
  • H_Acceptors   2
  • H_Donors   1
  • Rotatable_Bonds   1

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