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CS-W001157 4
Total: USD 88.00

7-Methoxy-7-oxoheptanoic acid

  • CAS No. 20291-40-1

  • Cat. No. CS-W001494
  • Purity≥98%
  • MDL No.MFCD00040445

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

7-Methoxy-7-oxoheptanoic acid|CS-W001494

Structure of 20291-40-1

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General Information

  • CAS No. 20291-40-1
  • Cat. No. CS-W001494
  • Purity ≥98%
  • MDL No. MFCD00040445
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₈H₁₄O₄
  • Molecular Weight 174.20
  • Synonym(s) None
  • SMILES O=C(O)CCCCCC(=O)OC

Description

7-Methoxy-7-oxoheptanoic acid features a strategically positioned methoxy group flanking a ketone and carboxylic acid, enabling efficient functionalization in synthetic routes. This combination delivers enhanced solubility and stability under standard conditions, facilitating use in modular synthesis of bioactive intermediates.

Application

7-Methoxy-7-oxoheptanoic acid serves as a versatile β-keto ester equivalent in synthetic organic chemistry, enabling efficient construction of substituted cyclohexanones and other carbocyclic frameworks via intramolecular aldol cyclization. Its methoxy and oxo functionalities provide orthogonal handles for selective derivatization, while the carboxylic acid group facilitates direct coupling or salt formation. The compound exhibits good bench stability and is readily purified by recrystallization, making it suitable for use in multi-step syntheses requiring predictable reactivity and functional group compatibility.

Synthesis

  • Route1

    References

    • Lobell, Mario; Schneider, Manfred P. Journal of the Chemical Society, Perkin Transactions 1: Organic and Bio-Organic Chemistry (1972-1999), 1993 , # 15 p. 1713 - 1714
  • Route2

    References

    • Keystone Biomedical, Inc. Patent: US5952492 A1, 1999 ;
  • Route3
    • null|null
      67-56-1
    • ~34%
    • In-stock
      7-Methoxy-7-oxoheptanoic acid|CS-W001494
      20291-40-1

    References

    • Zefirova, Olga N.; Nurieva, Evgeniya V.; Shishov, Dmitrii V.; Baskin, Igor I.; Fuchs, Fabian; Lemcke, Heiko; Schroeder, Fabian; Weiss, Dieter G.; Zefirov, Nikolay S.; Kuznetsov, Sergei A. Bioorganic and Medicinal Chemistry, 2011 , vol. 19, # 18 p. 5529 - 5538

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-P272-P280-P302+P352-P330-P363-P501

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Computational Chemistry Data

  • TPSA   63.6
  • LogP   1.1945
  • H_Acceptors   3
  • H_Donors   1
  • Rotatable_Bonds   6

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