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5-Oxo-5,6,7,8-tetrahydronaphthalene-2-carboxylic acid

  • CAS No. 3470-46-0

  • Cat. No. CS-W019165
  • Purity≥95%
  • MDL No.MFCD01763813

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

5-Oxo-5,6,7,8-tetrahydronaphthalene-2-carboxylic acid|CS-W019165

Structure of 3470-46-0

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General Information

  • CAS No. 3470-46-0
  • Cat. No. CS-W019165
  • Purity ≥95%
  • MDL No. MFCD01763813
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₁₁H₁₀O₃
  • Molecular Weight 190.20
  • Synonym(s) 6-Carboxy-1-oxo-1,2,3,4-tetrahydronaphthalene, 5-Oxo-5,6,7,8-tetrahydro-2-naphthoic acid
  • SMILES OC(=O)C1=CC2=C(C=C1)C(=O)CCC2

Description

This tetrahydronaphthalene carboxylic acid features a conjugated enone system and a carboxylate group, enabling direct integration into synthetic routes for bioactive heterocycles. The electron-deficient ring facilitates nucleophilic additions and Diels-Alder reactions under mild conditions. Bench-stable and moisture-tolerant, it serves as a versatile scaffold in medicinal chemistry and materials synthesis.

Application

5-Oxo-5,6,7,8-tetrahydronaphthalene-2-carboxylic acid serves as a versatile scaffold for the synthesis of substituted naphthalene derivatives and heterocyclic systems. Its fused bicyclic structure provides rigidity and defined stereochemistry, while the carboxylic acid and ketone functionalities enable diverse transformations including amidation, esterification, and nucleophilic addition. The compound exhibits good bench stability and facilitates straightforward purification, making it suitable for use in medicinal chemistry campaigns and process development.

Synthesis

  • Route1

    References

    • Itoh; Miyake; Tada; Hirata; Oka Chemical and Pharmaceutical Bulletin, 1984 , vol. 32, # 1 p. 130 - 151
  • Route2

    References

    • Chemical and Pharmaceutical Bulletin, , vol. 32, # 1 p. 130 - 151
  • Route3
    • N-(5,6,7,8-tetrahydronaphthalen-2-yl)acetamide|CS-0323025
      50878-03-0
    • ~%
    • In-stock
      5-Oxo-5,6,7,8-tetrahydronaphthalene-2-carboxylic acid|CS-W019165
      3470-46-0

    References

    • Journal of Organic Chemistry, , vol. 27, p. 70 - 76

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   54.37
  • LogP   1.9038
  • H_Acceptors   2
  • H_Donors   1
  • Rotatable_Bonds   1

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