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CS-W001157 4
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4,4'-(Thiazolo[5,4-d]thiazole-2,5-diyl)dianiline

  • CAS No. 4416-79-9

  • Cat. No. CS-0170127
  • Molecule weight324.42
  • Purity≥96%
  • MDL No.None

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

4,4'-(Thiazolo[5,4-d]thiazole-2,5-diyl)dianiline|CS-0170127

Structure of 4416-79-9

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General Information

  • CAS No. 4416-79-9
  • Cat. No. CS-0170127
  • Purity ≥96%
  • MDL No. None
  • Storage RT, protect from light
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₁₆H₁₂N₄S₂
  • Molecular Weight 324.42
  • Synonym(s) 4-(5-(4-Aminophenyl)(1,3)thiazolo(5,4-d)(1,3)thiazol-2-yl)phenylamine
  • SMILES NC1=CC=C(C2=NC(SC(C3=CC=C(C=C3)N)=N4)=C4S2)C=C1

Description

4,4'-(Thiazolo[5,4-d]thiazole-2,5-diyl)dianiline features a rigid, electron-deficient heteroaromatic core that enables strong π-stacking and charge transport. This planar scaffold integrates well into conjugated systems, offering enhanced thermal stability and tunable electronic properties for advanced materials applications.

Application

4,4'-(Thiazolo[5,4-d]thiazole-2,5-diyl)dianiline serves as a robust heteroaromatic building block for conjugated materials, enabling efficient π-extension in organic semiconductors and dye development. Its dual aniline functionalities offer high stability and compatibility with standard coupling reactions, facilitating straightforward functionalization and purification. The thiazolo-thiazole core provides enhanced charge transport properties and thermal resilience, making it well-suited for advanced electronic applications.

Synthesis

  • Route1
    • 2,5-Bis(4-nitrophenyl)thiazolo[5,4-d]thiazole|CS-0170344
      4402-40-8
    • ~%
    • In-stock
      4,4'-(Thiazolo[5,4-d]thiazole-2,5-diyl)dianiline|CS-0170127
      4416-79-9

    References

    • Preston,J. Journal of Heterocyclic Chemistry, 1965 , vol. 2, p. 441 - 446
  • Route2

    References

    • Preston,J. Journal of Heterocyclic Chemistry, 1965 , vol. 2, p. 441 - 446
  • Route3
    • 2,5-Diphenylthiazolo[5,4-d]thiazole|CS-1145675
      6641-96-9
    • ~%
    • In-stock
      4,4'-(Thiazolo[5,4-d]thiazole-2,5-diyl)dianiline|CS-0170127
      4416-79-9

    References

    • Johnson,J.R.; Ketcham,R. Journal of the American Chemical Society, 1960 , vol. 82, p. 2719 - 2724

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
Precautionary Statements : P264-P280-P302+P352-P362+P364

Quality Control

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Computational Chemistry Data

  • TPSA   77.82
  • LogP   4.2512
  • H_Acceptors   6
  • H_Donors   2
  • Rotatable_Bonds   2

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