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CS-W001157 4
Total: USD 88.00

2-Cyclopropyl-2-oxoacetic acid

  • CAS No. 13885-13-7

  • Cat. No. CS-W006124
  • Purity≥95%
  • MDL No.MFCD12024468

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

2-Cyclopropyl-2-oxoacetic acid|CS-W006124

Structure of 13885-13-7

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General Information

  • CAS No. 13885-13-7
  • Cat. No. CS-W006124
  • Purity ≥95%
  • MDL No. MFCD12024468
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₅H₆O₃
  • Molecular Weight 114.10
  • Synonym(s) Cyclopropyl-oxo-acetic acid
  • SMILES OC(=O)C(=O)C1CC1

Description

2-Cyclopropyl-2-oxoacetic acid features a cyclopropyl group flanking a ketonic carbonyl and carboxylic acid moiety, enabling direct integration into heterocyclic syntheses. This sterically constrained α-keto acid serves as a pivotal building block for bioactive molecule scaffolds.

Application

2-Cyclopropyl-2-oxoacetic acid serves as a versatile building block for synthesizing cyclopropyl-substituted β-keto acids and their derived heterocycles. Its α,α-disubstituted acetyl moiety enables efficient enolization and participation in Claisen condensations, Michael additions, and cyclizations to form functionalized lactones and pyrrolidinones. The cyclopropyl group enhances metabolic stability and provides a rigid scaffold useful in medicinal chemistry. Bench-stable and amenable to standard purification methods, it functions effectively in multistep synthesis workflows.

Synthesis

  • Route1
    • null|null
      765-43-5
    • ~74%
    • In-stock
      2-Cyclopropyl-2-oxoacetic acid|CS-W006124
      13885-13-7

    References

    • SHANGHAI DE NOVO PHARMATECH CO LTD.; Gao, Daxin Patent: US2013/224107 A1, 2013 ; Location in patent: Paragraph 0132; 0133; 0134 ;
  • Route2
    • null|null
      201230-82-2
    • null|null
      109-70-6
    • ~56%
    • In-stock
      2-Cyclopropyl-2-oxoacetic acid|CS-W006124
      13885-13-7

    References

    • Beisser, Juergen; Fell, Bernhard Journal fuer Praktische Chemie/Chemiker-Zeitung, 1992 , vol. 334, # 4 p. 355 - 357
  • Route3
    • null|null
      201230-82-2
    • In-stock
      1,3-Dibromopropane|CS-W020641
      109-64-8
    • ~60%
    • In-stock
      2-Cyclopropyl-2-oxoacetic acid|CS-W006124
      13885-13-7

    References

    • Beisser, Juergen; Fell, Bernhard Journal fuer Praktische Chemie/Chemiker-Zeitung, 1992 , vol. 334, # 4 p. 355 - 357

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   54.37
  • LogP   0.0501
  • H_Acceptors   2
  • H_Donors   1
  • Rotatable_Bonds   2

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