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CS-W001157 4
Total: USD 88.00

4-Bromo-9H-carbazole

  • CAS No. 3652-89-9

  • Cat. No. CS-0028332
  • Purity≥96%
  • MDL No.MFCD18450175

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

4-Bromo-9H-carbazole|CS-0028332

Structure of 3652-89-9

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General Information

  • CAS No. 3652-89-9
  • Cat. No. CS-0028332
  • Purity ≥96%
  • MDL No. MFCD18450175
  • Storage 4°C, protect from light
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₁₂H₈BrN
  • Molecular Weight 246.10
  • Synonym(s) 4-Bromocarbazole
  • SMILES BrC1=C2C3=C(NC2=CC=C1)C=CC=C3

Description

4-Bromo-9H-carbazole serves as a pivotal building block in the synthesis of functional organic materials. This heterocyclic compound features a bromine substituent at the 4-position of the carbazole core, enabling efficient coupling reactions. The electron-rich aromatic system supports conjugation in optoelectronic applications, while the bromine facilitates cross-coupling transformations under standard conditions.

Application

4-Bromo-9H-carbazole serves as a versatile building block in synthetic organic chemistry, enabling palladium-catalyzed cross-coupling reactions for the construction of biaryl and heteroaryl scaffolds. Its bromine substituent provides high reactivity in Suzuki, Stille, and Negishi couplings, while the stable carbazole core offers excellent bench stability and compatibility with diverse functional groups. This compound is widely used in the synthesis of pharmaceutical intermediates, OLED materials, and natural product analogs.

Synthesis

  • Route1
    • 2-Bromo-2'-nitro-1,1'-biphenyl|CS-1148420
      17613-47-7
    • ~87%
    • In-stock
      4-Bromo-9H-carbazole|CS-0028332
      3652-89-9

    References

    • Kim, Mounggon; Lee, Jun Yeob Organic Electronics: physics, materials, applications, 2013 , vol. 14, # 1 p. 67 - 73
  • Route2

    References

    • Birrell, James A.; Desrosiers, Jean-Nicolas; Jacobsen, Eric N. Journal of the American Chemical Society, 2011 , vol. 133, # 35 p. 13872 - 13875
  • Route3
    • null|null
      609-73-4
    • ~%
    • In-stock
      4-Bromo-9H-carbazole|CS-0028332
      3652-89-9

    References

    • Birrell, James A.; Desrosiers, Jean-Nicolas; Jacobsen, Eric N. Journal of the American Chemical Society, 2011 , vol. 133, # 35 p. 13872 - 13875

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 : 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   15.79
  • LogP   4.0836
  • H_Acceptors   0
  • H_Donors   1
  • Rotatable_Bonds   0

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