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CS-W001157 4
Total: USD 88.00

2-Ethoxy-2-oxoacetic acid

  • CAS No. 617-37-8

  • Cat. No. CS-W018770
  • Purity≥80%
  • MDL No.MFCD00785870

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

2-Ethoxy-2-oxoacetic acid|CS-W018770

Structure of 617-37-8

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General Information

  • CAS No. 617-37-8
  • Cat. No. CS-W018770
  • Purity ≥80%
  • MDL No. MFCD00785870
  • Storage -20°C
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₄H₆O₄
  • Molecular Weight 118.09
  • Synonym(s) xalic acid 1-ethyl ester
  • SMILES O=C(O)C(OCC)=O

Description

2-Ethoxy-2-oxoacetic acid features a reactive ketene-like carbonyl flanked by an ethoxy group, enabling direct incorporation into esterification and cyclization cascades. This bench-stable derivative delivers high functional group tolerance in synthetic sequences requiring α-acyloxy enol equivalents.

Application

2-Ethoxy-2-oxoacetic acid serves as a versatile synthon in carbonylative synthesis, enabling efficient access to α-alkoxy-α-keto acids and related heterocyclic scaffolds. Its inherent electrophilicity at the carbonyl carbon facilitates nucleophilic addition reactions, while the ethoxy group provides stability and ease of purification. This compound functions as a key building block in the construction of biologically relevant motifs, particularly in medicinal chemistry workflows requiring controlled ketone introduction and orthogonal functionalization.

Synthesis

  • Route1
    • null|null
      4755-77-5
    • ~%
    • In-stock
      2-Ethoxy-2-oxoacetic acid|CS-W018770
      617-37-8

    References

    • Tetrahedron, , vol. 49, # 36 p. 8241 - 8256
  • Route2
    • null|null
      64-17-5
    • In-stock
      Oxalic acid, 99%|CS-0013716
      144-62-7
    • ~91%
    • In-stock
      2-Ethoxy-2-oxoacetic acid|CS-W018770
      617-37-8

    References

    • Chen, Shuan-Hu; Yang, Fen-Rong; Wang, Ming-Tian; Wang, Na-Ni Comptes Rendus Chimie, 2010 , vol. 13, # 11 p. 1391 - 1396
  • Route3
    • null|null
      95-92-1
    • ~%
    • In-stock
      2-Ethoxy-2-oxoacetic acid|CS-W018770
      617-37-8

    References

    • Chemical and pharmaceutical bulletin, , vol. 50, # 3 p. 346 - 353

Safety Information

Download SDS
GHS Pictogram :
GHS No : GHS06,GHS08
Signal Word : Danger
UN#: 2810
Class : 6.1
Packing Group : Ⅲ
Hazard Statements : H319-H334
Precautionary Statements : P261-P264-P280-P285-P501

Quality Control

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Computational Chemistry Data

  • TPSA   63.6
  • LogP   -0.3659
  • H_Acceptors   3
  • H_Donors   1
  • Rotatable_Bonds   1

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