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CS-W001157 4
Total: USD 88.00

3-Hydroxy-2-naphthaldehyde

  • CAS No. 581-71-5

  • Cat. No. CS-0146606
  • Purity≥98%
  • MDL No.MFCD00079346

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

3-Hydroxy-2-naphthaldehyde|CS-0146606

Structure of 581-71-5

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General Information

  • CAS No. 581-71-5
  • Cat. No. CS-0146606
  • Purity ≥98%
  • MDL No. MFCD00079346
  • Storage 4°C, stored under nitrogen
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₁₁H₈O₂
  • Molecular Weight 172.18
  • Synonym(s) 3-hydroxynaphthalene-2-carbaldehyde
  • SMILES O=CC1=C(C=C2C=CC=CC2=C1)O

Description

3-Hydroxy-2-naphthaldehyde features a hydroxyl group flanked by an aldehyde at the naphthalene core, enabling versatile reactivity in condensation and coupling processes. This electron-deficient scaffold facilitates conjugation and coordination in synthetic intermediates. The compound exhibits enhanced solubility in polar solvents and stability under standard bench conditions, supporting reliable performance in multi-step synthesis workflows.

Application

3-Hydroxy-2-naphthaldehyde serves as a versatile building block in synthetic organic chemistry, enabling efficient access to functionalized naphthoquinone derivatives and heterocyclic scaffolds. Its ortho-hydroxyl and aldehyde functionalities facilitate tandem condensation reactions, oxidation processes, and metal-catalyzed coupling transformations. The compound exhibits good bench stability and is readily purified by recrystallization or column chromatography, making it well-suited for iterative synthesis workflows in medicinal chemistry and materials development.

Synthesis

  • Route1
    • null|null
      68-12-2
    • In-stock
      2-Naphthol|CS-0008403
      135-19-3
    • ~59%
    • In-stock
      3-Hydroxy-2-naphthaldehyde|CS-0146606
      581-71-5

    References

    • Zhang, Ying; Wang, Jun-Hao; Zheng, Wenjie; Chen, Tianfeng; Tong, Qing-Xiao; Li, Dan Journal of Materials Chemistry B, 2014 , vol. 2, # 26 p. 4159 - 4166
  • Route2

    References

    • Ranade, Anup A.; Joseph, Augustine R.; Kumbhar, Virendra B.; Paradkar, Madhusudan V. Journal of Chemical Research, Miniprint, 2003 , # 8 p. 857 - 868 Title/Abstract Full Text Show Details Ranade, Anup A.; Joseph, Augustine R.; Kumbhar, Virendra B.; Paradkar, Madhusudan V. Journal of Chemical Research, Miniprint, 2003 , # 11 p. 1175 - 1184
  • Route3
    • 3-(Hydroxymethyl)naphthalen-2-ol|CS-0517285
      30159-70-7
    • ~84%
    • In-stock
      3-Hydroxy-2-naphthaldehyde|CS-0146606
      581-71-5

    References

    • Tashiro, Aya; Mitsuishi, Akimasa; Irie, Ryo; Katsuki, Tsutomu Synlett, 2003 , # 12 p. 1868 - 1870

Safety Information

Download SDS
GHS Pictogram :
GHS No : GHS09
Signal Word : Warning
UN#: 3077
Class : 9
Packing Group : Ⅲ
Hazard Statements : H410
Precautionary Statements : P273-P391-P501

Quality Control

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Computational Chemistry Data

  • TPSA   37.3
  • LogP   2.3579
  • H_Acceptors   2
  • H_Donors   1
  • Rotatable_Bonds   1

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