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CS-W001157 4
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Dimethyl 2,2'-azanediyldiacetate hydrochloride

  • CAS No. 39987-25-2

  • Cat. No. CS-0128929
  • Molecule weight197.62
  • Purity≥95%
  • MDL No.MFCD00216724

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

Dimethyl 2,2'-azanediyldiacetate hydrochloride|CS-0128929

Structure of 39987-25-2

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General Information

  • CAS No. 39987-25-2
  • Cat. No. CS-0128929
  • Purity ≥95%
  • MDL No. MFCD00216724
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₆H₁₂ClNO₄
  • Molecular Weight 197.62
  • Synonym(s) Iminodiacetic Acid Dimethyl Ester Hydrochloride
  • SMILES O=C(OC)CNCC(OC)=O.[H]Cl

Description

Dimethyl 2,2'-azanediyldiacetate hydrochloride features a rigid bis-ester scaffold anchored by a central azanediyl linker, delivering enhanced stability and controlled reactivity. This moisture-tolerant compound integrates readily into synthetic sequences requiring bifunctional electrophilic handles. The protonated nitrogen center facilitates solubility in polar media while maintaining compatibility with standard bench protocols.

Application

Dimethyl 2,2'-azanediyldiacetate hydrochloride serves as a versatile bifunctional building block for the synthesis of heterocyclic scaffolds and peptidomimetics. Its dual ester functionality enables straightforward derivatization via nucleophilic substitution or hydrolysis, while the protonated azane linker enhances solubility and stability in polar media. This compound facilitates efficient construction of nitrogen-containing ring systems under mild conditions, offering predictable reactivity and ease of purification—ideal for iterative synthetic campaigns in medicinal chemistry and process development.

Synthesis

  • Route1
    • null|null
      67-56-1
    • In-stock
      Iminodiacetic acid|CS-W013399
      142-73-4
    • ~97%
    • In-stock
      Dimethyl 2,2'-azanediyldiacetate hydrochloride|CS-0128929
      39987-25-2

    References

    • Mancilla, Teresa; Carrillo, Lourdes; Zamudio-Rivera, Luis S.; Beltran, Hiram I.; Farfan, Norberto Organic Preparations and Procedures International, 2002 , vol. 34, # 1 p. 87 - 94
  • Route2
    • null|null
      67-56-1
    • In-stock
      2,2'-Azanediyldiacetonitrile|CS-W013735
      628-87-5
    • ~%
    • In-stock
      Dimethyl 2,2'-azanediyldiacetate hydrochloride|CS-0128929
      39987-25-2

    References

    • Dubsky; Graenacher Chemische Berichte, 1917 , vol. 50, p. 1689

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-P405-P501

Quality Control

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Computational Chemistry Data

  • TPSA   64.63
  • LogP   -0.6562
  • H_Acceptors   5
  • H_Donors   1
  • Rotatable_Bonds   4

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