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18-Methoxy-18-oxooctadecanoic acid

  • CAS No. 72849-35-5

  • Cat. No. CS-0158379
  • Molecule weight328.49
  • Purity≥97%
  • MDL No.MFCD00673469

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

18-Methoxy-18-oxooctadecanoic acid|CS-0158379

Structure of 72849-35-5

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General Information

  • CAS No. 72849-35-5
  • Cat. No. CS-0158379
  • Purity ≥97%
  • MDL No. MFCD00673469
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₁₉H₃₆O₄
  • Molecular Weight 328.49
  • Synonym(s) None
  • SMILES C(CCCCCCCCCCCCCCCCC(=O)O)(=O)OC

Description

18-Methoxy-18-oxooctadecanoic acid features a terminal carboxylic acid group flanked by a methoxy and ketone at the C18 position, enabling precise functionalization in lipid-based synthetic systems. This sterically accessible, bench-stable derivative integrates readily into complex molecular architectures requiring controlled polarity and reactivity.

Application

18-Methoxy-18-oxooctadecanoic acid serves as a versatile C18 building block for lipid-based scaffold synthesis, featuring a terminal carboxylic acid and a β-keto ester functionality. Its methoxy group enhances solubility and stability, enabling efficient derivatization in amide coupling, esterification, and Claisen condensation reactions. The molecule facilitates access to complex polyketide analogs and functionalized fatty acid derivatives under standard organic synthesis conditions.

Synthesis

  • Route1

    References

    • Morgan; Walton Journal of the Chemical Society, 1938 , p. 444
  • Route2

    References

    • Arosenius et al. Arkiv foer Kemi, 1949 , vol. 26 A, # 19 p. 10
  • Route3

    References

    • Garg,S.P. et al. Indian Journal of Chemistry, Section B: Organic Chemistry Including Medicinal Chemistry, 1979 , vol. 17B, p. 396

Safety Information

Download SDS
GHS Pictogram :
GHS No : GHS07
Signal Word : Warning
UN#: N/A
Class : N/A
Packing Group : N/A
Hazard Statements : H315-H319-H335
Precautionary Statements : P261-P264-P271-P280-P302+P352-P304+P340-P362+P364-P405-P501

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Computational Chemistry Data

  • TPSA   63.6
  • LogP   5.4856
  • H_Acceptors   3
  • H_Donors   1
  • Rotatable_Bonds   17

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