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CS-W001157 4
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9-(6-Bromohexyl)-9H-carbazole

  • CAS No. 94847-10-6

  • Cat. No. CS-0160456
  • Purity≥98%
  • MDL No.MFCD30562129

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

9-(6-Bromohexyl)-9H-carbazole|CS-0160456

Structure of 94847-10-6

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General Information

  • CAS No. 94847-10-6
  • Cat. No. CS-0160456
  • Purity ≥98%
  • MDL No. MFCD30562129
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₁₈H₂₀BrN
  • Molecular Weight 330.26
  • Synonym(s) N-(6-bromohexyl)carbazole
  • SMILES BrCCCCCCN1C2=C(C3=C1C=CC=C3)C=CC=C2

Description

9-(6-Bromohexyl)-9H-carbazole features a carbazole core appended with a brominated alkyl chain, enabling facile functionalization in cross-coupling reactions. The pendant bromide serves as a reactive handle for Pd-catalyzed transformations, while the electron-rich carbazole moiety imparts favorable photophysical properties. This compound integrates readily into conjugated architectures for organic electronic materials.

Application

9-(6-Bromohexyl)-9H-carbazole serves as a versatile bifunctional building block for constructing conjugated polymers and functionalized organic materials. The bromide moiety enables palladium-catalyzed coupling reactions, while the carbazole core provides strong electron-donating character and photoluminescent properties. Its stability under standard synthetic conditions facilitates straightforward purification and integration into advanced materials architectures.

Synthesis

  • Route1
    • In-stock
      1,6-Dibromo-n-hexane|CS-0015831
      629-03-8
    • null|null
      86-74-8
    • ~90%
    • In-stock
      9-(6-Bromohexyl)-9H-carbazole|CS-0160456
      94847-10-6

    References

    • Huang, Weiguo; Su, Linjie; Bo, Zhishan Journal of the American Chemical Society, 2009 , vol. 131, # 30 p. 10348 - 10349
  • Route2
    • In-stock
      1,6-Dibromo-n-hexane|CS-0015831
      629-03-8
    • null|null
      86-74-8
    • ~26%
    • null|null
      66391-86-4
    • In-stock
      9-(6-Bromohexyl)-9H-carbazole|CS-0160456
      94847-10-6

    References

    • Manickam; Belloni; Kumar; Varshney; Shankar Rao; Ashton; Preece; Spencer Journal of Materials Chemistry, 2001 , vol. 11, # 11 p. 2790 - 2800

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-P362

Quality Control

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Computational Chemistry Data

  • TPSA   4.93
  • LogP   5.7498
  • H_Acceptors   1
  • H_Donors   0
  • Rotatable_Bonds   6

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