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CS-W001157 4
Total: USD 88.00

5-Ethoxy-5-oxopentanoic acid

  • CAS No. 1070-62-8

  • Cat. No. CS-0151584
  • Purity≥97%
  • MDL No.MFCD00014379

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

5-Ethoxy-5-oxopentanoic acid|CS-0151584

Structure of 1070-62-8

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General Information

  • CAS No. 1070-62-8
  • Cat. No. CS-0151584
  • Purity ≥97%
  • MDL No. MFCD00014379
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₇H₁₂O₄
  • Molecular Weight 160.17
  • Synonym(s) monoethyl pentanedioate; 5-Ethoxy-5-oxopentanoic acid
  • SMILES CCOC(=O)CCCC(=O)O

Description

5-Ethoxy-5-oxopentanoic acid features a β-keto ester functionality flanked by a carboxylic acid group, enabling direct participation in Michael additions and Claisen condensations. This bifunctional scaffold supports rapid assembly of complex carbocycles and heterocycles under mild conditions, with enhanced stability compared to analogous enolizable systems.

Application

5-Ethoxy-5-oxopentanoic acid serves as a versatile synthon in heterocyclic synthesis, enabling efficient access to γ-lactones and substituted pyrones via controlled cyclization. Its dual electrophilic carbonyl and ester functionalities facilitate sequential functionalization, while the ethoxy group enhances solubility and stability under standard reaction conditions. The molecule functions as a key building block for bioactive scaffolds in medicinal chemistry workflows.

Synthesis

  • Route1
    • In-stock
      4-Bromobutyric acid ethyl ester|CS-W020133
      2969-81-5
    • null|null
      124-38-9
    • ~66%
    • In-stock
      5-Ethoxy-5-oxopentanoic acid|CS-0151584
      1070-62-8

    References

    • Kobayashi, Koji; Kondo, Yoshinori Organic Letters, 2009 , vol. 11, # 9 p. 2035 - 2037
  • Route2
    • null|null
      20643-20-3
    • ~75%
    • In-stock
      5-Ethoxy-5-oxopentanoic acid|CS-0151584
      1070-62-8

    References

    • Sugiyama, Tomohito; Yamakoshi, Hideyuki; Nojima, Masatomo Journal of Organic Chemistry, 1993 , vol. 58, # 16 p. 4211 - 4218
  • Route3
    • null|null
      64562-04-5
    • ~86%
    • In-stock
      5-Ethoxy-5-oxopentanoic acid|CS-0151584
      1070-62-8

    References

    • Marcantoni; Massaccesi; Torregiani; Bartoli; Bosco; Sambri Journal of Organic Chemistry, 2001 , vol. 66, # 12 p. 4430 - 4432

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
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   63.6
  • LogP   0.8044
  • H_Acceptors   3
  • H_Donors   1
  • Rotatable_Bonds   5

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