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CS-W001157 4
Total: USD 88.00

Tris(4-ethynylphenyl)amine

  • CAS No. 189178-09-4

  • Cat. No. CS-0110880
  • Purity≥96%
  • MDL No.None

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

Tris(4-ethynylphenyl)amine|CS-0110880

Structure of 189178-09-4

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General Information

  • CAS No. 189178-09-4
  • Cat. No. CS-0110880
  • Purity ≥96%
  • MDL No. None
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₂₄H₁₅N
  • Molecular Weight 317.38
  • Synonym(s) None
  • SMILES C#CC1=CC=C(C=C1)N(C2=CC=C(C=C2)C#C)C3=CC=C(C=C3)C#C

Description

Tris(4-ethynylphenyl)amine features three ethynyl groups positioned at the para-positions of phenyl rings, enabling efficient copper-catalyzed azide-alkyne cycloaddition (CuAAC) for modular construction of complex architectures. This triarylamine scaffold offers enhanced electron-donating capacity and stability under standard conditions, making it ideal for integrating into conjugated systems, dendrimers, and functional materials where precise spatial control and high reactivity are required.

Application

Tris(4-ethynylphenyl)amine serves as a versatile triazine-based building block for copper-catalyzed azide-alkyne cycloaddition (CuAAC) and other click chemistry protocols. Its three terminal alkyne groups enable efficient construction of densely functionalized architectures, including dendrimers, conjugated polymers, and molecular scaffolds. The molecule exhibits excellent bench stability, facilitates straightforward purification, and demonstrates broad compatibility with common functional groups in synthetic workflows.

Synthesis

  • Route1

    References

    • Dalton Transactions, , # 30 p. 3693 - 3698
  • Route2
    • In-stock
      Tris(4-iodophenyl)amine|CS-W018335
      4181-20-8
    • null|null
      1066-54-2
    • ~86%
    • In-stock
      Tris(4-ethynylphenyl)amine|CS-0110880
      189178-09-4

    References

    • Journal of Fluorescence, , vol. 24, # 1 p. 197 - 202
  • Route3

    References

    • Journal of Organic Chemistry, , vol. 70, # 4 p. 1134 - 1146

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   3.24
  • LogP   5.1003
  • H_Acceptors   1
  • H_Donors   0
  • Rotatable_Bonds   3

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