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CS-W001157 4
Total: USD 88.00

DTBT

  • CAS No. 165190-76-1

  • Cat. No. CS-0064489
  • Purity≥98%
  • MDL No.MFCD18252231

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

DTBT|CS-0064489

Structure of 165190-76-1

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General Information

  • CAS No. 165190-76-1
  • Cat. No. CS-0064489
  • Purity ≥98%
  • MDL No. MFCD18252231
  • Storage 4°C
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₁₄H₈N₂S₃
  • Molecular Weight 300.42
  • Synonym(s) None
  • SMILES C12=NSN=C1C(C3=CC=CS3)=CC=C2C4=CC=CS4

Description

DTBT features a rigid, electron-deficient core that enables efficient charge transport in organic semiconductors. This planar structure enhances π-π stacking and facilitates solution-processable deposition. The molecule exhibits excellent thermal stability and oxidative robustness under ambient conditions.

Application

DTBT serves as a robust building block for constructing complex heterocyclic architectures, particularly in the synthesis of fused polycyclic systems. Its electron-deficient core enables efficient Diels-Alder cycloadditions and functions effectively in transition-metal-catalyzed cross-coupling reactions. The compound exhibits excellent bench stability and facilitates straightforward purification, making it well-suited for iterative synthetic sequences in medicinal chemistry and materials science applications.

Synthesis

  • Route1
    • null|null
      6165-68-0
    • In-stock
      4,7-Dibromo-2,1,3-benzothiadiazole|CS-W002651
      15155-41-6
    • ~85%
    • In-stock
      DTBT|CS-0064489
      165190-76-1

    References

    • Chen, Ming; Haeussler, Matthias; Moad, Graeme; Rizzardo, Ezio Organic and Biomolecular Chemistry, 2011 , vol. 9, # 17 p. 6111 - 6119
  • Route2
    • In-stock
      4,7-Dibromo-2,1,3-benzothiadiazole|CS-W002651
      15155-41-6
    • null|null
      81745-84-8
    • ~85%
    • In-stock
      DTBT|CS-0064489
      165190-76-1

    References

    • Zhang, Chunming Patent: US2004/229925 A1, 2004 ; Location in patent: Page 3 ;
  • Route3
    • null|null
      188290-36-0
    • In-stock
      4,7-Dibromo-2,1,3-benzothiadiazole|CS-W002651
      15155-41-6
    • ~80%
    • In-stock
      DTBT|CS-0064489
      165190-76-1

    References

    • ENI S.p.A.; SCHIMPERNA, Giuliana; BIANCHI, Gabriele Patent: WO2013/21315 A1, 2013 ; Location in patent: Page/Page column 26-27 ;

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

Quality Control

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Computational Chemistry Data

  • TPSA   25.78
  • LogP   5.1483
  • H_Acceptors   5
  • H_Donors   0
  • Rotatable_Bonds   2

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