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CS-W001157 4
Total: USD 88.00

Diethyl 2,2'-azanediyldiacetate

  • CAS No. 6290-05-7

  • Cat. No. CS-W015948
  • Purity≥97%
  • MDL No.None

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

Diethyl 2,2'-azanediyldiacetate|CS-W015948

Structure of 6290-05-7

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General Information

  • CAS No. 6290-05-7
  • Cat. No. CS-W015948
  • Purity ≥97%
  • MDL No. None
  • Storage 4°C
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₈H₁₅NO₄
  • Molecular Weight 189.21
  • Synonym(s) Iminodiacetic Acid Diethyl Ester
  • SMILES O=C(OCC)CNCC(OCC)=O

Description

Diethyl 2,2'-azanediyldiacetate features a symmetric bis-ester architecture with a central azane linker, enabling efficient integration into modular synthetic sequences. The molecule combines enhanced solubility in organic media with bench-stable handling characteristics, facilitating straightforward incorporation into diverse reaction cascades.

Application

Diethyl 2,2'-azanediyldiacetate serves as a versatile bifunctional building block in synthetic organic chemistry, enabling efficient construction of heterocyclic scaffolds and peptide-like architectures. Its dual ester functionality facilitates selective derivatization under mild conditions, while the central azanediyl linker provides structural rigidity and enhanced solubility. The compound exhibits excellent bench stability and compatibility with common functional groups, making it ideal for multi-step synthesis workflows requiring high reproducibility and straightforward purification.

Synthesis

  • Route1
    • null|null
      64-17-5
    • In-stock
      Iminodiacetic acid|CS-W013399
      142-73-4
    • ~92%
    • In-stock
      Diethyl 2,2'-azanediyldiacetate|CS-W015948
      6290-05-7

    References

    • Ellis-Davies, G.C.R.; Kaplan, J.H. Journal of Organic Chemistry, 1988 , vol. 53, # 9 p. 1966 - 1969
  • Route2

    References

    • US4389528 A1, ;
  • Route3
    • In-stock
      Glycine ethyl ester monohydrochloride|CS-W020007
      623-33-6
    • null|null
      105-36-2
    • ~%
    • In-stock
      Diethyl 2,2'-azanediyldiacetate|CS-W015948
      6290-05-7

    References

    • Farmaco, Edizione Scientifica, , vol. 32, # 8 p. 602 - 613

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 : P261-P264-P271-P280-P302+P352-P304+P340-P362+P364-P405-P501

Quality Control

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Computational Chemistry Data

  • TPSA   64.63
  • LogP   -0.2978
  • H_Acceptors   5
  • H_Donors   1
  • Rotatable_Bonds   6

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