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CS-W001157 4
Total: USD 88.00

Atraric acid

  • CAS No. 4707-47-5

  • Cat. No. CS-0023504
  • Purity≥98%
  • MDL No.MFCD00157202

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

Atraric acid|CS-0023504

Structure of 4707-47-5

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General Information

  • CAS No. 4707-47-5
  • Cat. No. CS-0023504
  • Purity ≥98%
  • MDL No. MFCD00157202
  • Storage RT, stored under nitrogen
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₁₀H₁₂O₄
  • Molecular Weight None
  • Synonym(s) Methyl atrarate
  • SMILES O=C(OC)C1=C(C)C=C(O)C(C)=C1O

Description

Atraric acid features a conjugated diene system flanked by two carboxylic acid groups, enabling direct participation in Diels-Alder cycloadditions. This structural motif delivers high reactivity under mild conditions and facilitates the synthesis of complex cyclic architectures with defined stereochemistry.

Application

Atraric acid serves as a versatile chiral building block in synthetic organic chemistry, enabling the construction of complex heterocyclic scaffolds and functionalized intermediates. Its α,β-unsaturated dicarboxylic acid structure facilitates conjugate additions, Michael reactions, and Diels-Alder cycloadditions under mild conditions. The molecule exhibits good bench stability and is readily purified by recrystallization, making it well-suited for iterative synthesis workflows in medicinal chemistry and process development.

Synthesis

  • Route1
    • null|null
      34874-90-3
    • ~78%
    • In-stock
      Atraric acid|CS-0023504
      4707-47-5

    References

    • Ponde, Datta E.; Ramalingam; Patil, Mahesh L.; Borate, Hanumant B.; Deshpande, Vishnu H. Tetrahedron Letters, 1999 , vol. 40, # 29 p. 5399 - 5400
  • Route2
    • null|null
      19104-04-2
    • ~18%
    • In-stock
      Atraric acid|CS-0023504
      4707-47-5

    References

    • BASF Aktiengesellschaft Patent: US4426332 A1, 1984 ;
  • Route3
    • null|null
      186581-53-3
    • In-stock
      3-Methyl orsellinic acid|CS-0107962
      4707-46-4
    • ~%
    • In-stock
      Atraric acid|CS-0023504
      4707-47-5

    References

    • Harris,T.M. et al. Journal of the American Chemical Society, 1976 , vol. 98, p. 7733 - 7741

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

Quality Control

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Computational Chemistry Data

  • TPSA   66.76
  • LogP   1.50124
  • H_Acceptors   4
  • H_Donors   2
  • Rotatable_Bonds   1

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