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CS-W001157 4
Total: USD 88.00

2-Cyclopropylacetic acid

  • CAS No. 5239-82-7

  • Cat. No. CS-W011326
  • Purity≥97%
  • MDL No.MFCD00041544

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

2-Cyclopropylacetic acid|CS-W011326

Structure of 5239-82-7

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General Information

  • CAS No. 5239-82-7
  • Cat. No. CS-W011326
  • Purity ≥97%
  • MDL No. MFCD00041544
  • Storage 4°C
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₅H₈O₂
  • Molecular Weight 100.12
  • Synonym(s) None
  • SMILES O=C(O)CC1CC1

Description

2-Cyclopropylacetic acid features a cyclopropyl ring directly attached to the alpha carbon, imparting unique steric and electronic characteristics. This configuration enhances metabolic stability while maintaining favorable solubility for use in medicinal chemistry applications. The carboxylic acid functionality enables straightforward derivatization, facilitating incorporation into bioactive molecules.

Application

2-Cyclopropylacetic acid serves as a valuable building block in medicinal chemistry, enabling the introduction of a rigid, lipophilic cyclopropyl moiety adjacent to a carboxylic acid functional group. Its bench-stable nature and compatibility with standard coupling reactions facilitate efficient peptide and small-molecule synthesis. The cyclopropyl ring enhances metabolic stability and modulates physicochemical properties, making it particularly useful in optimizing drug candidates for target engagement and pharmacokinetics.

Synthesis

  • Route1

    References

    • Leber, Phyllis A.; Nocket, Anthony J.; Hancock-Cerutti, William; Bemis, Christopher Y.; Khine, Wint Khant; Mohrbacher III, Joseph A.; Baldwin, John E. Molecules, 2014 , vol. 19, # 2 p. 1527 - 1543
  • Route2
    • null|null
      75-11-6
    • In-stock
      3-Butenoic acid|CS-0069849
      625-38-7
    • ~76%
    • In-stock
      2-Cyclopropylacetic acid|CS-W011326
      5239-82-7

    References

    • Renaud, Philippe; Fox, Marye Anne Journal of Organic Chemistry, 1988 , vol. 53, # 16 p. 3745 - 3752
  • Route3
    • null|null
      56105-19-2
    • ~%
    • In-stock
      2-Cyclopropylacetic acid|CS-W011326
      5239-82-7

    References

    • Hart; Wyman Journal of the American Chemical Society, 1959 , vol. 81, p. 4891,4896

Safety Information

Download SDS
GHS Pictogram :
GHS No : GHS05
Signal Word : Danger
UN#: 3265
Class : 8
Packing Group : Ⅱ
Hazard Statements : H314
Precautionary Statements : P260-P264-P280-P301+P330+P331-P304+P340-P363-P405-P501

Quality Control

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Computational Chemistry Data

  • TPSA   37.3
  • LogP   0.8711
  • H_Acceptors   1
  • H_Donors   1
  • Rotatable_Bonds   2

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