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CS-W001157 4
Total: USD 88.00

2-[2-(2-Aminophenoxy)ethoxy]aniline

  • CAS No. 52411-34-4

  • Cat. No. CS-0036462
  • Purity≥98%
  • MDL No.None

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

2-[2-(2-Aminophenoxy)ethoxy]aniline|CS-0036462

Structure of 52411-34-4

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General Information

  • CAS No. 52411-34-4
  • Cat. No. CS-0036462
  • Purity ≥98%
  • MDL No. None
  • Storage 4°C, protect from light
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₁₄H₁₆N₂O₂
  • Molecular Weight 244.29
  • Synonym(s) Bis(2-Aminophenoxy)ethane
  • SMILES C1=CC(=C(C=C1)OCCOC2=C(C=CC=C2)N)N

Description

This bifunctional aniline derivative features a rigid, electron-rich aromatic core with strategically positioned ether linkages and amine groups. The ortho-aminophenoxy substitution pattern enables efficient coordination in metal complexation and facilitates conjugation in polymer architectures. Designed for synthetic versatility, it integrates seamlessly into advanced materials and bioactive molecule scaffolds under standard conditions.

Application

2-[2-(2-Aminophenoxy)ethoxy]aniline serves as a versatile bifunctional building block for constructing complex heterocyclic scaffolds and bioactive molecules. Its dual aniline and ether functionalities enable robust coupling reactions, including Ullmann-type aryl-aryl couplings and metal-catalyzed cross-couplings. The molecule exhibits excellent bench stability and facilitates straightforward purification, making it well-suited for iterative synthesis in medicinal chemistry and materials science applications.

Synthesis

  • Route1

    References

    • Kilic, Zeynel; Weber, Edwin; Guenduez, Necla; Kilic, Emine; Nazir, Hasan; et al. Zeitschrift fuer Naturforschung, B: Chemical Sciences, 1992 , vol. 47, # 4 p. 547 - 552
  • Route2
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      88-75-5
    • ~%
    • In-stock
      2-[2-(2-Aminophenoxy)ethoxy]aniline|CS-0036462
      52411-34-4

    References

    • Heilporn, S.; Broeders, F.; Daloze, D.; Braekman, J. C.; Boeynaems, J. M. Bulletin des Societes Chimiques Belges, 1994 , vol. 103, # 7-8 p. 309 - 320
  • Route3
    • 2-Nitrophenol sodium|CS-0206742
      824-39-5
    • ~%
    • In-stock
      2-[2-(2-Aminophenoxy)ethoxy]aniline|CS-0036462
      52411-34-4

    References

    • Jaunin; Holl Helvetica Chimica Acta, 1958 , vol. 41, p. 1783,1784 Anm.4,1789

Safety Information

Download SDS
GHS Pictogram :
GHS No : GHS07
Signal Word : Warning
UN#: N/A
Class : N/A
Packing Group : N/A
Hazard Statements : H302-H315-H319-H335
Precautionary Statements : P261-P264-P270-P271-P280-P302+P352-P304+P340-P305+P351+P338-P330-P362+P364-P403+P233-P405-P501

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Computational Chemistry Data

  • TPSA   70.5
  • LogP   2.3088
  • H_Acceptors   4
  • H_Donors   2
  • Rotatable_Bonds   5

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