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CS-W001157 4
Total: USD 88.00

9H-carbazole-3,6-dicarbonitrile

  • CAS No. 57103-03-4

  • Cat. No. CS-0169915
  • Purity≥97%
  • MDL No.MFCD24549598

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

9H-carbazole-3,6-dicarbonitrile|CS-0169915

Structure of 57103-03-4

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General Information

  • CAS No. 57103-03-4
  • Cat. No. CS-0169915
  • Purity ≥97%
  • MDL No. MFCD24549598
  • Storage 4°C
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₁₄H₇N₃
  • Molecular Weight None
  • Synonym(s) 9H-Carbazole-3,6-dicarbonitrile N
  • SMILES N#CC1=CC2=C(C=C1)NC3=C2C=C(C#N)C=C3

Description

9H-Carbazole-3,6-dicarbonitrile features a rigid, electron-deficient carbazole core functionalized with two nitrile groups at the 3 and 6 positions. This configuration enhances charge transport properties and facilitates integration into conjugated polymers and small-molecule semiconductors for optoelectronic applications. The molecule exhibits excellent thermal stability and solution processability under standard conditions.

Application

9H-Carbazole-3,6-dicarbonitrile serves as a versatile building block for conjugated materials, enabling efficient synthesis of π-extended architectures through Pd-catalyzed cross-coupling and electrophilic functionalization. Its dual nitrile groups enhance solubility and facilitate downstream derivatization, while the rigid carbazole core provides excellent thermal and oxidative stability. The compound exhibits high bench stability and is readily purified by recrystallization, making it ideal for use in OLEDs, organic semiconductors, and advanced heterocyclic synthesis.

Synthesis

  • Route1
    • In-stock
      3,6-Dibromocarbazole|CS-W009870
      6825-20-3
    • null|null
      544-92-3
    • ~99%
    • In-stock
      9H-carbazole-3,6-dicarbonitrile|CS-0169915
      57103-03-4

    References

    • Patrick; Boykin; Wilson; Tanious; Spychala; Bender; Hall; Dykstra; Ohemeng; Tidwell European Journal of Medicinal Chemistry, 1997 , vol. 32, # 10 p. 781 - 793
  • Route2
    • null|null
      86-74-8
    • ~%
    • In-stock
      9H-carbazole-3,6-dicarbonitrile|CS-0169915
      57103-03-4

    References

    • Wu, Shaofei; Liu, Yao; Yu, Guipeng; Guan, Jianguo; Pan, Chunyue; Du, Yong; Xiong, Xiang; Wang, Zhonggang Macromolecules, 2014 , vol. 47, # 9 p. 2875 - 2882
  • Route3
    • null|null
      86-74-8
    • null|null
      545-06-2
    • ~%
    • In-stock
      9H-carbazole-3,6-dicarbonitrile|CS-0169915
      57103-03-4

    References

    • Preston et al. Journal of the Chemical Society, 1942 , p. 500,503

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-P330-P362+P364-P405-P501

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Computational Chemistry Data

  • TPSA   63.37
  • LogP   3.06446
  • H_Acceptors   2
  • H_Donors   1
  • Rotatable_Bonds   0

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