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CS-W001157 4
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3-Hydroxy-1-naphthoic acid

  • CAS No. 19700-42-6

  • Cat. No. CS-0163731
  • Purity≥98%
  • MDL No.MFCD17011843

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

3-Hydroxy-1-naphthoic acid|CS-0163731

Structure of 19700-42-6

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General Information

  • CAS No. 19700-42-6
  • Cat. No. CS-0163731
  • Purity ≥98%
  • MDL No. MFCD17011843
  • Storage 4°C, stored under nitrogen
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₁₁H₈O₃
  • Molecular Weight 188.18
  • Synonym(s) 3-Hydroxynaphthalene-1-carboxylic acid
  • SMILES O=C(C1=C2C=CC=CC2=CC(O)=C1)O

Description

3-Hydroxy-1-naphthoic acid features a naphthoic acid scaffold with a hydroxyl group at the 3-position, enabling versatile functionalization. This arrangement supports hydrogen bonding and enhances solubility in polar media. The molecule integrates readily into synthetic pathways requiring dual functionality, particularly in medicinal chemistry and materials science applications.

Application

3-Hydroxy-1-naphthoic acid serves as a versatile building block in synthetic organic chemistry, enabling the construction of bioactive heterocycles and natural product analogs. Its ortho-hydroxy carboxylic acid functionality facilitates intramolecular cyclizations, metal coordination, and derivatization under mild conditions. The compound exhibits good bench stability and compatibility with common protecting group strategies, making it well-suited for iterative synthesis workflows in medicinal chemistry and materials development.

Synthesis

  • Route1

    References

    • Moseley, Jonathan D.; Gilday, John P. Tetrahedron, 2006 , vol. 62, # 19 p. 4690 - 4697
  • Route2
    • 3-Amino-1-naphthoic acid|CS-0163734
      32018-86-3
    • ~%
    • In-stock
      3-Hydroxy-1-naphthoic acid|CS-0163731
      19700-42-6

    References

    • Dewar,M.J.S.; Grisdale,P.J. Journal of the American Chemical Society, 1962 , vol. 84, p. 3541 - 3546
  • Route3
    • 3-Nitro-1-naphthoic acid|CS-0163739
      4507-84-0
    • ~%
    • In-stock
      3-Hydroxy-1-naphthoic acid|CS-0163731
      19700-42-6

    References

    • Duffy; Darcy; Delorme; Dillon; Eppley; Erickson-Miller; Giampa; Hopson; Huang; Keenan; Lamb; Leong; Liu; Miller; Price; Rosen; Shah; Shaw; Smith; Stark; Tian; Tyree; Wiggall; Zhang; Luengo Journal of Medicinal Chemistry, 2001 , vol. 44, # 22 p. 3730 - 3745

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-H312-H332
Precautionary Statements : P261-P264-P270-P271-P280-P302+P352-P304+P340-P330-P363-P501

Quality Control

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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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