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CS-W001157 4
Total: USD 88.00

9-Benzyl-3,6-dibromocarbazole

  • CAS No. 118599-27-2

  • Cat. No. CS-0132170
  • Purity≥97%
  • MDL No.MFCD00218292

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

9-Benzyl-3,6-dibromocarbazole|CS-0132170

Structure of 118599-27-2

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General Information

  • CAS No. 118599-27-2
  • Cat. No. CS-0132170
  • Purity ≥97%
  • MDL No. MFCD00218292
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₁₉H₁₃Br₂N
  • Molecular Weight 415.12
  • Synonym(s) None
  • SMILES BrC1=CC2=C(N(CC3=CC=CC=C3)C4=C2C=C(Br)C=C4)C=C1

Description

9-Benzyl-3,6-dibromocarbazole features a carbazole core functionalized with bromine atoms at the 3 and 6 positions and a benzyl group at the 9-position. This configuration enables efficient coupling in cross-coupling reactions, particularly in the synthesis of conjugated materials for optoelectronic applications. The molecule exhibits enhanced solubility and stability under standard conditions, facilitating handling and integration into multi-step synthetic sequences.

Application

9-Benzyl-3,6-dibromocarbazole serves as a versatile building block for the synthesis of functionalized carbazole scaffolds. The bromine substituents enable efficient Pd-catalyzed cross-coupling reactions, while the benzyl group at C9 provides stability and facilitates purification. This compound functions reliably in standard heterocyclic coupling protocols, offering predictable reactivity for constructing complex polycyclic architectures used in materials science and medicinal chemistry applications.

Synthesis

  • Route1
    • In-stock
      3,6-Dibromocarbazole|CS-W009870
      6825-20-3
    • null|null
      100-39-0
    • ~88%
    • In-stock
      9-Benzyl-3,6-dibromocarbazole|CS-0132170
      118599-27-2

    References

    • Xing, Jin-Feng; Chen, Wei-Qiang; Gu, Jie; Dong, Xian-Zi; Takeyasu, Nobuyuki; Tanaka, Takuo; Duan, Xuan-Ming; Kawata, Satoshi Journal of Materials Chemistry, 2007 , vol. 17, # 14 p. 1433 - 1438
  • Route2
    • null|null
      100-39-0
    • ~61%
    • In-stock
      9-Benzyl-3,6-dibromocarbazole|CS-0132170
      118599-27-2

    References

    • Semiconductor Energy Laboratory Co., Ltd. Patent: US2005/31899 A1, 2005 ; Location in patent: Page/Page column 18-19 ;
  • Route3

    References

    • Hensel, Thomas; Trpcevski, Denis; Lind, Christopher; Grosjean, Remi; Hammershoj, Peter; Nielsen, Christian B.; Brock-Nannestad, Theis; Nielsen, Bjarne E.; Schau-Magnussen, Magnus; Minaev, Boris; Baryshnikov, Gleb V.; Pittelkow, Michael Chemistry - A European Journal, 2013 , vol. 19, # 50 p. 17097 - 17102

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   4.93
  • LogP   6.3678
  • H_Acceptors   1
  • H_Donors   0
  • Rotatable_Bonds   2

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