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CS-W001157 4
Total: USD 88.00

3-Iodo-9H-carbazole

  • CAS No. 16807-13-9

  • Cat. No. CS-W021947
  • Purity≥95%
  • MDL No.MFCD00267746

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

3-Iodo-9H-carbazole|CS-W021947

Structure of 16807-13-9

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General Information

  • CAS No. 16807-13-9
  • Cat. No. CS-W021947
  • Purity ≥95%
  • MDL No. MFCD00267746
  • Storage 4°C, protect from light
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₁₂H₈IN
  • Molecular Weight 293.10
  • Synonym(s) None
  • SMILES IC1=CC2=C(C=C1)NC3=C2C=CC=C3

Description

3-Iodo-9H-carbazole is a bench-stable heterocyclic iodide featuring a carbazole core with a reactive iodine substituent at the 3-position. This compound serves as a key building block in cross-coupling chemistry, enabling efficient C–C bond formation under standard catalytic conditions. The electron-rich aromatic system enhances reactivity in palladium-mediated transformations, while the iodide group facilitates selective functionalization. Its stability and predictable reactivity make it well-suited for synthetic applications in organic electronics and pharmaceutical development.

Application

3-Iodo-9H-carbazole serves as a versatile building block in transition-metal-catalyzed cross-coupling reactions, enabling efficient construction of biaryl and heteroaryl architectures. Its iodine substituent facilitates reliable Suzuki, Stille, and Negishi couplings under standard conditions. The carbazole core provides inherent stability and π-conjugation, making it valuable for synthesizing functional materials and pharmaceutical intermediates. Bench-stable and readily purified by column chromatography, it functions effectively in multi-step syntheses requiring robust functional group tolerance.

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 : H302-H315-H319-H335
Precautionary Statements : P261-P264-P270-P271-P280-P302+P352-P304+P340-P305+P351+P338-P330-P362+P364-P403+P233-P405-P501

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Computational Chemistry Data

  • TPSA   15.79
  • LogP   3.9257
  • H_Acceptors   0
  • H_Donors   1
  • Rotatable_Bonds   0

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