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CS-W001157 4
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3,6-Dichloro-9H-carbazole

  • CAS No. 5599-71-3

  • Cat. No. CS-0115943
  • Purity≥96%
  • MDL No.MFCD00218271

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

3,6-Dichloro-9H-carbazole|CS-0115943

Structure of 5599-71-3

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General Information

  • CAS No. 5599-71-3
  • Cat. No. CS-0115943
  • Purity ≥96%
  • MDL No. MFCD00218271
  • Storage 4°C, protect from light
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₁₂H₇Cl₂N
  • Molecular Weight 236.10
  • Synonym(s) 3,6-Dichlorocarbazole
  • SMILES ClC1=CC2=C(NC3=C2C=C(Cl)C=C3)C=C1

Description

3,6-Dichloro-9H-carbazole is a sterically hindered, electron-deficient carbazole derivative featuring two chlorine substituents at the 3 and 6 positions. This configuration enhances stability and facilitates directed functionalization in synthetic pathways. The compound serves as a robust scaffold for constructing advanced materials, particularly in organic electronics and photovoltaic applications where controlled charge transport is essential.

Application

3,6-Dichloro-9H-carbazole serves as a versatile building block in synthetic organic chemistry, enabling the construction of polycyclic scaffolds through palladium-catalyzed cross-coupling reactions. Its dichloro substitution pattern provides orthogonal reactivity for sequential functionalization, while the carbazole core offers enhanced stability and π-conjugation. The compound exhibits excellent bench stability and facilitates purification via standard chromatographic methods, making it well-suited for medicinal chemistry campaigns and materials science 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

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Computational Chemistry Data

  • TPSA   15.79
  • LogP   4.6279
  • H_Acceptors   0
  • H_Donors   1
  • Rotatable_Bonds   0

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