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CS-W001157 4
Total: USD 88.00

4-(Pyridin-2-yl)phenol

  • CAS No. 51035-40-6

  • Cat. No. CS-W019302
  • Molecule weight171.20
  • Purity≥97%
  • MDL No.MFCD00464189

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

4-(Pyridin-2-yl)phenol|CS-W019302

Structure of 51035-40-6

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General Information

  • CAS No. 51035-40-6
  • Cat. No. CS-W019302
  • Purity ≥97%
  • MDL No. MFCD00464189
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₁₁H₉NO
  • Molecular Weight 171.20
  • Synonym(s) 2-(4-Hydroxypenyl)pyridine
  • SMILES OC1=CC=C(C2=NC=CC=C2)C=C1

Description

4-(Pyridin-2-yl)phenol integrates a pyridine ring with a phenolic hydroxyl group, enabling dual coordination sites for metal complexation. This structural motif enhances chelation capacity in catalytic systems and provides a rigid, electron-rich scaffold for ligand design in transition metal chemistry.

Application

4-(Pyridin-2-yl)phenol serves as a versatile building block in medicinal chemistry, enabling the construction of bioactive heterocycles through standard coupling and functionalization reactions. Its pyridine and phenolic functionalities offer orthogonal reactivity for metal-catalyzed cross-couplings, electrophilic substitutions, and derivatization. The compound exhibits good bench stability, moderate solubility in common organic solvents, and facilitates purification via crystallization or chromatography, making it well-suited for scalable synthesis workflows.

Synthesis

  • Route1
    • null|null
      109-04-6
    • In-stock
      4-Hydroxybenzeneboronic acid|CS-D1375
      71597-85-8
    • ~80%
    • In-stock
      4-(Pyridin-2-yl)phenol|CS-W019302
      51035-40-6

    References

    • Ward, Jonathan S.; Lynam, Jason M.; Moir, James W. B.; Sanin, David E.; Mountford, Adrian P.; Fairlamb, Ian J. S. Dalton Transactions, 2012 , vol. 41, # 35 p. 10514 - 10517
  • Route2

    References

    • Blokhin, A. V.; Tyurekhodzhaeva, M. A.; Bazhenov, D. V.; Bobrovskii, S. I.; Bundel', Yu. G. Chemistry of Heterocyclic Compounds (New York, NY, United States), 1990 , vol. 26, # 9 p. 1022 - 1025 Khimiya Geterotsiklicheskikh Soedinenii, 1990 , vol. 26, # 9 p. 1226 - 1229
  • Route3
    • In-stock
      2-Ethynylpyridine|CS-W002197
      1945-84-2
    • null|null
      54781-19-0
    • ~55%
    • In-stock
      4-(Pyridin-2-yl)phenol|CS-W019302
      51035-40-6

    References

    • Abid, Obaid-Ur-Rahman; Nawaz, Muhammad; Ibad, Muhammad Farooq; Khera, Rasheed Ahmad; Iaroshenko, Viktor; Langer, Peter Organic and Biomolecular Chemistry, 2011 , vol. 9, # 7 p. 2185 - 2191

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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