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1,8-Dibromo-9H-carbazole

  • CAS No. 553663-65-3

  • Cat. No. CS-0618585
  • Purity≥98%
  • MDL No.MFCD28155007

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

1,8-Dibromo-9H-carbazole|CS-0618585

Structure of 553663-65-3

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General Information

  • CAS No. 553663-65-3
  • Cat. No. CS-0618585
  • Purity ≥98%
  • MDL No. MFCD28155007
  • Storage 4°C, protect from light
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₁₂H₇Br₂N
  • Molecular Weight 325.00
  • Synonym(s) None
  • SMILES BrC1=CC=CC2=C1NC3=C2C=CC=C3Br

Description

1,8-Dibromo-9H-carbazole features two bromine atoms positioned at the 1 and 8 ring junctions of the carbazole core, enabling selective cross-coupling reactions. This electron-deficient scaffold integrates readily into conjugated architectures, offering enhanced stability under standard reaction conditions. The molecule serves as a robust building block for functionalized polycyclic systems in organic semiconductors and materials chemistry.

Application

1,8-Dibromo-9H-carbazole serves as a versatile building block for the synthesis of brominated heterocycles and functionalized carbazole scaffolds. Its dual bromine substituents enable efficient palladium-catalyzed cross-coupling reactions, facilitating the construction of biaryl and extended π-conjugated systems. The compound exhibits excellent bench stability and is compatible with standard purification techniques, making it well-suited for iterative synthetic workflows in materials science and medicinal chemistry applications.

Safety Information

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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-P362+P364

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Computational Chemistry Data

  • TPSA   15.79
  • LogP   4.8461
  • H_Acceptors   0
  • H_Donors   1
  • Rotatable_Bonds   0

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