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CS-W001157 4
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3-Iodo-N-phenylcarbazole

  • CAS No. 502161-03-7

  • Cat. No. CS-W021948
  • Purity≥98%
  • MDL No.None

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

3-Iodo-N-phenylcarbazole|CS-W021948

Structure of 502161-03-7

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General Information

  • CAS No. 502161-03-7
  • Cat. No. CS-W021948
  • Purity ≥98%
  • MDL No. None
  • Storage 4°C, protect from light
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₁₈H₁₂IN
  • Molecular Weight 369.20
  • Synonym(s) 3-Iodo-9-phenylcarbazol
  • SMILES IC1=CC2=C(C=C1)N(C3=CC=CC=C3)C4=C2C=CC=C4

Description

3-Iodo-N-phenylcarbazole is a bench-stable, electron-deficient heteroaromatic compound featuring a carbazole core functionalized with an iodine atom at the 3-position and a phenyl group on the nitrogen. This combination enables efficient cross-coupling reactions in materials synthesis.

Application

3-Iodo-N-phenylcarbazole serves as a versatile building block in the synthesis of functionalized carbazole scaffolds, enabling palladium-catalyzed cross-coupling reactions with broad functional group tolerance. The iodine substituent facilitates efficient C–C bond formation via Suzuki, Stille, or Negishi coupling, while the N-phenyl group enhances stability and solubility. This compound is particularly useful for constructing advanced materials and pharmaceutical intermediates requiring precise heterocyclic architecture.

Synthesis

  • Route1

    References

    • Samsung Mobile Display Co., Ltd. Patent: EP2149555 A1, 2010 ; Location in patent: Page/Page column 19 ;
  • Route2

    References

    • Maegawa, Yoshifumi; Goto, Yasutomo; Inagaki, Shinji; Shimada, Toyoshi Tetrahedron Letters, 2006 , vol. 47, # 39 p. 6957 - 6960

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

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Computational Chemistry Data

  • TPSA   4.93
  • LogP   5.3883
  • H_Acceptors   1
  • H_Donors   0
  • Rotatable_Bonds   1

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