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CS-W001157 4
Total: USD 88.00

7-Hydroxy-3,4-dihydronaphthalen-1(2H)-one

  • CAS No. 22009-38-7

  • Cat. No. CS-W022544
  • Purity≥98%
  • MDL No.MFCD01312225

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

7-Hydroxy-3,4-dihydronaphthalen-1(2H)-one|CS-W022544

Structure of 22009-38-7

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General Information

  • CAS No. 22009-38-7
  • Cat. No. CS-W022544
  • Purity ≥98%
  • MDL No. MFCD01312225
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₁₀H₁₀O₂
  • Molecular Weight 162.19
  • Synonym(s) 7-Hydroxy-1-tetralone
  • SMILES O=C1CCCC2=C1C=C(O)C=C2

Description

7-Hydroxy-3,4-dihydronaphthalen-1(2H)-one features a fused tricyclic core with a phenolic hydroxyl and carbonyl group in close spatial proximity. This arrangement enables direct participation in intramolecular hydrogen bonding, enhancing structural rigidity and modulating reactivity. The compound serves as a key scaffold for bioactive molecule synthesis, particularly in natural product-inspired drug discovery programs.

Application

7-Hydroxy-3,4-dihydronaphthalen-1(2H)-one serves as a versatile building block in synthetic organic chemistry, enabling efficient access to substituted naphthalene derivatives and bioactive heterocycles. Its hydroxyl and enone functionalities support diverse transformations, including electrophilic substitutions, conjugate additions, and oxidation reactions. The compound exhibits good bench stability and facilitates straightforward purification, making it well-suited for iterative synthesis workflows in medicinal chemistry and natural product derivatization.

Synthesis

  • Route1
    • 7-Methoxy-1-tetralone Agomelatine Impurity|CS-0214044
      6836-19-7
    • ~95%
    • In-stock
      7-Hydroxy-3,4-dihydronaphthalen-1(2H)-one|CS-W022544
      22009-38-7

    References

    • Woo, L. W. Lawrence; Howarth, Nicola M.; Purohit, Atul; Hejaz, Hatem A. M.; Reed, Michael J.; Potter, Barry V. L. Journal of Medicinal Chemistry, 1998 , vol. 41, # 7 p. 1068 - 1083
  • Route2

    References

    • Koltunov; Ostashevskaya; Repinskaya Russian Journal of Organic Chemistry, 1998 , vol. 34, # 12 p. 1796 - 1797
  • Route3

    References

    • Tetrahedron Letters, , vol. 24, # 30 p. 3095 - 3098

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

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Computational Chemistry Data

  • TPSA   37.3
  • LogP   1.9112
  • H_Acceptors   2
  • H_Donors   1
  • Rotatable_Bonds   0

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