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Methyl 4-hydroxy-2-naphthoate

  • CAS No. 34205-71-5

  • Cat. No. CS-B0396
  • Purity≥98%
  • MDL No.MFCD12405015

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

Methyl 4-hydroxy-2-naphthoate|CS-B0396

Structure of 34205-71-5

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General Information

  • CAS No. 34205-71-5
  • Cat. No. CS-B0396
  • Purity ≥98%
  • MDL No. MFCD12405015
  • Storage 4°C, protect from light
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₁₂H₁₀O₃
  • Molecular Weight 202.21
  • Synonym(s) Methyl 4-hydroxynaphthalene-2-carboxylate
  • SMILES O=C(OC)C1=CC(O)=C2C=CC=CC2=C1

Description

Methyl 4-hydroxy-2-naphthoate features a hydroxyl group at the para position relative to the ester, enhancing its polarity and solubility in polar solvents. This structural motif enables direct participation in hydrogen-bonding networks, facilitating integration into complex molecular architectures. The compound serves as a key intermediate in the synthesis of bioactive naphthoic acid derivatives and fluorescent probes.

Application

Methyl 4-hydroxy-2-naphthoate serves as a versatile building block in synthetic organic chemistry, enabling efficient access to naphthoic acid derivatives and functionalized heterocycles. The ortho-hydroxyketone motif facilitates facile cyclization and metal-catalyzed coupling reactions, while the methyl ester group offers straightforward manipulation via hydrolysis or nucleophilic substitution. Its bench-stable nature and compatibility with diverse reaction conditions make it a practical choice for medicinal chemistry and process development workflows.

Synthesis

  • Route1
    • 2-Naphthalenecarboxylic acid, 4-(acetyloxy)-, methyl ester|CS-0001695
      127265-98-9
    • ~85%
    • In-stock
      Methyl 4-hydroxy-2-naphthoate|CS-B0396
      34205-71-5

    References

    • IMPERIAL INNOVATIONS LIMITED; LEATHERBARROW, Robin; TATE, Edward; YU, Zhiyong; RACKHAM, Mark Patent: WO2013/83991 A1, 2013 ; Location in patent: Page/Page column 110-111 ;

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
Precautionary Statements : P264-P270-P280-P302+P352-P330-P362+P364-P501

Quality Control

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Computational Chemistry Data

  • TPSA   46.53
  • LogP   2.332
  • H_Acceptors   3
  • H_Donors   1
  • Rotatable_Bonds   1

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