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CS-W001157 4
Total: USD 88.00

2-Bromo-9H-carbazole

  • CAS No. 3652-90-2

  • Cat. No. CS-W019847
  • Purity≥98%
  • MDL No.MFCD09750430

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

2-Bromo-9H-carbazole|CS-W019847

Structure of 3652-90-2

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General Information

  • CAS No. 3652-90-2
  • Cat. No. CS-W019847
  • Purity ≥98%
  • MDL No. MFCD09750430
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₁₂H₈BrN
  • Molecular Weight None
  • Synonym(s) 2-Bromocarbazole; factory sell EG-2201 powder
  • SMILES BrC1=CC(NC2=C3C=CC=C2)=C3C=C1

Description

2-Bromo-9H-carbazole is a bench-stable heterocyclic building block featuring a bromine substituent at the 2-position of the carbazole core. This electron-rich scaffold enables direct functionalization in cross-coupling reactions, facilitating access to conjugated materials for organic electronics and pharmaceutical applications.

Application

2-Bromo-9H-carbazole serves as a versatile building block in synthetic organic chemistry, enabling palladium-catalyzed cross-coupling reactions for the construction of biaryl scaffolds. The bromine substituent provides reliable reactivity in Suzuki, Stille, and Negishi couplings, while the carbazole core offers inherent stability and π-conjugation. Its bench-stable nature and compatibility with diverse functional groups make it ideal for the synthesis of optoelectronic materials, pharmaceutical intermediates, and heterocyclic frameworks.

Synthesis

  • Route1
    • 4-Bromo-2-nitro-1-phenylbenzene|CS-0060502
      70873-41-5
    • ~72%
    • In-stock
      2-Bromo-9H-carbazole|CS-W019847
      3652-90-2

    References

    • Chaitanya, T. Krishna; Nagarajan, Rajagopal Organic and Biomolecular Chemistry, 2011 , vol. 9, # 12 p. 4662 - 4670
  • Route2
    • 4'-Bromo-2-nitrobiphenyl|CS-0205817
      35450-34-1
    • ~63%
    • In-stock
      2-Bromo-9H-carbazole|CS-W019847
      3652-90-2

    References

    • Li, Jian; Turner, Eric Patent: US2012/302753 A1, 2012 ; Location in patent: Page/Page column 28 ;
  • Route3

    References

    • US2010/244004 A1, ;

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

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