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CS-W001157 4
Total: USD 88.00

9-(4-Bromophenyl)-3,6-dibromo-9H-carbazole

  • CAS No. 73087-83-9

  • Cat. No. CS-0098887
  • Purity≥97%
  • MDL No.MFCD12024284

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

9-(4-Bromophenyl)-3,6-dibromo-9H-carbazole|CS-0098887

Structure of 73087-83-9

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General Information

  • CAS No. 73087-83-9
  • Cat. No. CS-0098887
  • Purity ≥97%
  • MDL No. MFCD12024284
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₁₈H₁₀Br₃N
  • Molecular Weight 479.99
  • Synonym(s) 3,6-Dibromo-9-(4-bromophenyl)-9H-carbazole
  • SMILES BrC1=CC2=C(N(C3=CC=C(Br)C=C3)C4=C2C=C(Br)C=C4)C=C1

Description

9-(4-Bromophenyl)-3,6-dibromo-9H-carbazole is a brominated carbazole derivative featuring a para-bromophenyl substituent and two bromine atoms at the 3- and 6-positions. This electron-deficient scaffold enables efficient coupling in cross-coupling reactions, serving as a key building block for functionalized polycyclic systems. The molecule exhibits enhanced stability under standard reaction conditions and facilitates direct integration into conjugated materials for optoelectronic applications.

Application

9-(4-Bromophenyl)-3,6-dibromo-9H-carbazole serves as a versatile building block for the synthesis of functionalized carbazole scaffolds in organic electronics and medicinal chemistry. The molecule’s dual bromine substituents enable efficient Pd-catalyzed cross-coupling reactions, while the 4-bromophenyl group provides a handle for further diversification. Its bench-stable crystalline form facilitates handling and purification, making it well-suited for scalable synthesis workflows.

Synthesis

  • Route1

    References

    • Ding, Junqiao; Wang, Qi; Zhao, Lei; Ma, Dongge; Wang, Lixiang; Jing, Xiabin; Wang, Fosong Journal of Materials Chemistry, 2010 , vol. 20, # 37 p. 8126 - 8133
  • Route2

    References

    • Kwon, Jae Kwan; Cho, Joong Hyun; Ryu, Young-Sil; Oh, Se Hwan; Yum, Eul Kgun Tetrahedron, 2011 , vol. 67, # 26 p. 4820 - 4825
  • Route3

    References

    • Breslin, David T.; Fox, Marye Anne Journal of Organic Chemistry, 1994 , vol. 59, # 24 p. 7557 - 7561

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-P305+P351+P338-P332+P313-P337+P313-P362+P364

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Computational Chemistry Data

  • TPSA   4.93
  • LogP   7.0712
  • H_Acceptors   1
  • H_Donors   0
  • Rotatable_Bonds   1

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