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CS-W001157 4
Total: USD 88.00

Ethyl 2-diazo-3-oxobutanoate

  • CAS No. 2009-97-4

  • Cat. No. CS-0226508
  • Molecule weight156.14
  • Purity≥97%
  • MDL No.MFCD09039264

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

Ethyl 2-diazo-3-oxobutanoate|CS-0226508

Structure of 2009-97-4

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General Information

  • CAS No. 2009-97-4
  • Cat. No. CS-0226508
  • Purity ≥97%
  • MDL No. MFCD09039264
  • Storage 4°C
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₆H₈N₂O₃
  • Molecular Weight 156.14
  • Synonym(s) Butanoic acid, 2-diazo-3-oxo-, ethyl ester
  • SMILES CC(C(C(OCC)=O)=[N+]=[N-])=O

Description

Ethyl 2-diazo-3-oxobutanoate serves as a pivotal synthon in cycloaddition chemistry, featuring a reactive diazo group flanked by carbonyl functionalities. This configuration enables efficient [3+2] cycloadditions and facilitates the synthesis of strained heterocycles under mild conditions. The molecule exhibits enhanced stability compared to analogous diazo compounds, enabling straightforward handling and integration into complex molecular architectures.

Synthesis

  • Route1

    References

    • Dutra, Luiz G.; Saibert, Cristine; Vicentini, Denice S.; Sa, Marcus M. Journal of Molecular Catalysis A: Chemical, 2014 , vol. 386, p. 35 - 41
  • Route2
    • null|null
      941-55-9
    • In-stock
      Ethyl acetoacetate|CS-0016216
      141-97-9
    • ~92%
    • In-stock
      Ethyl 2-diazo-3-oxobutanoate|CS-0226508
      2009-97-4

    References

    • Zhu, Shizheng; Jin, Guifang; Xu, Yong Tetrahedron, 2003 , vol. 59, # 24 p. 4389 - 4394
  • Route3
    • In-stock
      Ethyl acetoacetate|CS-0016216
      141-97-9
    • null|null
      624-90-8
    • ~92%
    • In-stock
      Ethyl 2-diazo-3-oxobutanoate|CS-0226508
      2009-97-4

    References

    • Madan Kumar Synthetic Communications, 1991 , vol. 21, # 21 p. 2121 - 2127

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 : P260-P264-P271-P280-P302+P352-P304+P340-P305+P351+P338-P312-P332+P313-P337+P313-P362+P364-P403+P233-P405-P501

Quality Control

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Computational Chemistry Data

  • TPSA   79.77
  • LogP   -0.1907
  • H_Acceptors   3
  • H_Donors   0
  • Rotatable_Bonds   3

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