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10-Bromo-7H-benzo[c]carbazole

  • CAS No. 1698-16-4

  • Cat. No. CS-0102857
  • Purity≥98%
  • MDL No.MFCD22054961

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

10-Bromo-7H-benzo[c]carbazole|CS-0102857

Structure of 1698-16-4

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General Information

  • CAS No. 1698-16-4
  • Cat. No. CS-0102857
  • Purity ≥98%
  • MDL No. MFCD22054961
  • Storage 4°C, protect from light
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₁₆H₁₀BrN
  • Molecular Weight 296.16
  • Synonym(s) 10-Bromo-7H-benzo[c]carbazole1
  • SMILES BrC1=CC2=C(NC3=C2C4=CC=CC=C4C=C3)C=C1

Description

10-Bromo-7H-benzo[c]carbazole is a halogenated carbazole derivative featuring a bromine substituent at the 10-position, enhancing its utility in cross-coupling reactions. The planar, electron-rich core facilitates π-conjugation and enables integration into functional materials. This bench-stable compound serves as a key building block for advanced organic semiconductors and photoluminescent systems.

Application

10-Bromo-7H-benzo[c]carbazole serves as a versatile building block for the synthesis of functionalized carbazole scaffolds. Its bromine substituent enables palladium-catalyzed cross-coupling reactions, facilitating the construction of biaryl and extended π-conjugated systems. The molecule exhibits good bench stability and compatibility with standard reaction conditions, making it well-suited for applications in organic electronics and medicinal chemistry.

Synthesis

  • Route1

    References

    • Hill; Eaddy Journal of Labelled Compounds and Radiopharmaceuticals, 1994 , vol. 34, # 8 p. 697 - 706
  • Route2

    References

    • ROHM AND HAAS ELECTRONIC MATERIALS KOREA LTD.; AHN, Hee-choon; YOON, Seok-keun; KIM, Nam-kyun; KIM, Seung-ae; KU, Jong-seok; KWON, Hyuck-joo; LEE, Kyung-joo; KIM, Bong-ok Patent: WO2013/73874 A1, 2013 ;
  • Route3
    • 1-(2-Nitrophenyl)naphthalene|CS-1173529
      5415-59-8
    • ~%
    • In-stock
      10-Bromo-7H-benzo[c]carbazole|CS-0102857
      1698-16-4

    References

    • ROHM AND HAAS ELECTRONIC MATERIALS KOREA LTD.; AHN, Hee-choon; YOON, Seok-keun; KIM, Nam-kyun; KIM, Seung-ae; KU, Jong-seok; KWON, Hyuck-joo; LEE, Kyung-joo; KIM, Bong-ok Patent: WO2013/73874 A1, 2013 ;

Safety Information

Download SDS
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

Quality Control

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Computational Chemistry Data

  • TPSA   15.79
  • LogP   5.2368
  • H_Acceptors   0
  • H_Donors   1
  • Rotatable_Bonds   0

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