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CS-W001157 4
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4-Hydroxynaphthalene-1-carboxylic acid

  • CAS No. 7474-97-7

  • Cat. No. CS-0231152
  • Purity≥95%
  • MDL No.None

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

4-Hydroxynaphthalene-1-carboxylic acid|CS-0231152

Structure of 7474-97-7

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General Information

  • CAS No. 7474-97-7
  • Cat. No. CS-0231152
  • Purity ≥95%
  • MDL No. None
  • Storage 4°C, stored under nitrogen
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₁₁H₈O₃
  • Molecular Weight 188.18
  • Synonym(s) 4-Hydroxy-1-naphthoic acid
  • SMILES C1=CC=C2C(=C1)C(=CC=C2O)C(=O)O

Description

4-Hydroxynaphthalene-1-carboxylic acid features a naphthalene core bearing both hydroxyl and carboxylic acid groups in a strategic ortho arrangement, enabling dual functionality for conjugation and metal chelation. This scaffold integrates readily into complex molecular architectures, offering enhanced solubility and stability under standard bench conditions.

Application

4-Hydroxynaphthalene-1-carboxylic acid serves as a versatile building block in medicinal chemistry and materials science, enabling direct functionalization at the naphthalene core. Its dual functionality—phenolic hydroxyl and carboxylic acid—facilitates orthogonal derivatization, including esterification, amidation, and metal complexation. The compound exhibits good bench stability and is readily purified by recrystallization, supporting its use in multi-step synthesis and API intermediate development.

Synthesis

  • Route1

    References

    • O'Meara, Jeff A.; Yoakim, Christiane; Bonneau, Pierre R.; Boes, Michael; Cordingley, Michael G.; Deziel, Robert; Doyon, Louise; Duan, Jianmin; Garneau, Michel; Guse, Ingrid; Landry, Serge; Malenfant, Eric; Naud, Julie; Ogilvie, William W.; Thavonekham, Bounkham; Simoneau, Bruno Journal of Medicinal Chemistry, 2005 , vol. 48, # 17 p. 5580 - 5588
  • Route2
    • null|null
      64-18-6
    • null|null
      91-20-3
    • ~6%
    • In-stock
      4-Hydroxynaphthalene-1-carboxylic acid|CS-0231152
      7474-97-7
    • In-stock
      5-Hydroxy-1-naphthoic acid|CS-0054855
      2437-16-3

    References

    • Shibahara, Fumitoshi; Kinoshita, Shinsuke; Nozaki, Kyoko Organic Letters, 2004 , vol. 6, # 14 p. 2437 - 2439
  • Route3
    • 1-Naphthol Duloxetine Impurity|CS-0213938
      90-15-3
    • null|null
      17201-44-4
    • ~94%
    • In-stock
      4-Hydroxynaphthalene-1-carboxylic acid|CS-0231152
      7474-97-7

    References

    • Suerbaev, Kh. A.; Mikhnenko; Akhmetova; Shalmagambetov; Chepaikin Petroleum Chemistry, 2005 , vol. 45, # 5 p. 335 - 337

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-P330-P362+P364-P405-P501

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Computational Chemistry Data

  • TPSA   57.53
  • LogP   2.2436
  • H_Acceptors   2
  • H_Donors   2
  • Rotatable_Bonds   1

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