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CS-W001157 4
Total: USD 88.00

5,6,7,8-Tetrahydro-1-naphthalenecarboxylic acid

  • CAS No. 4242-18-6

  • Cat. No. CS-D0710
  • Purity≥95%
  • MDL No.MFCD01464030

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

5,6,7,8-Tetrahydro-1-naphthalenecarboxylic acid|CS-D0710

Structure of 4242-18-6

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General Information

  • CAS No. 4242-18-6
  • Cat. No. CS-D0710
  • Purity ≥95%
  • MDL No. MFCD01464030
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₁₁H₁₂O₂
  • Molecular Weight 176.22
  • Synonym(s) 5,6,7,8-Tetrahydronaphthalene-1-carboxylic acid
  • SMILES OC(C1=CC=CC2=C1CCCC2)=O

Description

This tetrahydro-1-naphthalenecarboxylic acid features a saturated naphthalene core with a carboxylic acid group at the 1-position, offering enhanced stability and solubility in polar solvents. The fully reduced ring system imparts reduced aromaticity, enabling selective functionalization in synthetic sequences. This structural motif serves as a key intermediate in medicinal chemistry and materials science, particularly for building bioactive scaffolds and conjugated polymers.

Application

5,6,7,8-Tetrahydro-1-naphthalenecarboxylic acid serves as a versatile building block in medicinal chemistry and synthetic organic research. Its saturated bicyclic core provides enhanced metabolic stability while maintaining favorable lipophilic character. The carboxylic acid functionality enables straightforward derivatization via amide, ester, or acyl chloride formation, facilitating incorporation into bioactive molecules and heterocyclic scaffolds. Bench-stable and readily purified by recrystallization, it functions effectively in standard coupling reactions and multistep syntheses.

Synthesis

  • Route1

    References

    • DR. REDDY'S LABORATORIES LTD.; DR. REDDY'S LABORATORIES, INC.; KATKAM, Srinivas; SAGYAM, Rajeshwar Reddy; SUNKARA, Vishnuvardhan; MUNAGALA, Sridhar; MUTTAVARAPU, Murali Mohan Patent: WO2010/56656 A2, 2010 ; Location in patent: Page/Page column 20-21 ;
  • Route2
    • 8-Hydroxy-5,6,7,8-tetrahydronaphthalene-1-carboxylic acid|CS-0826438
      74145-11-2
    • ~75%
    • In-stock
      5,6,7,8-Tetrahydro-1-naphthalenecarboxylic acid|CS-D0710
      4242-18-6

    References

    • Connolly, Terrence J.; Durst, Tony Tetrahedron, 1997 , vol. 53, # 47 p. 15969 - 15982
  • Route3

    References

    • ASTRAZENECA AB Patent: WO2004/792 A1, 2003 ; Location in patent: Page 22 ;

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   2.2636
  • H_Acceptors   1
  • H_Donors   1
  • Rotatable_Bonds   1

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