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3-Bromo-9-ethylcarbazole

  • CAS No. 57102-97-3

  • Cat. No. CS-0168452
  • Purity≥98%
  • MDL No.MFCD00092392

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

3-Bromo-9-ethylcarbazole|CS-0168452

Structure of 57102-97-3

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General Information

  • CAS No. 57102-97-3
  • Cat. No. CS-0168452
  • Purity ≥98%
  • MDL No. MFCD00092392
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₁₄H₁₂BrN
  • Molecular Weight 274.16
  • Synonym(s) 3-bromo-9-ethyl-9H-carbazole
  • SMILES CCN1C2=C(C3=C1C=CC=C3)C=C(Br)C=C2

Description

3-Bromo-9-ethylcarbazole integrates a bromine electrophile at the 3-position and an ethyl group at the 9-position of the carbazole scaffold, enabling direct functionalization in cross-coupling reactions. This bench-stable derivative delivers efficient access to conjugated materials for optoelectronic applications.

Application

3-Bromo-9-ethylcarbazole 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 bromo substituent at the 3-position facilitates efficient C–C bond formation, while the ethyl group at the 9-position enhances solubility and stability. This compound is particularly valuable for constructing advanced heterocyclic architectures relevant to organic electronics and medicinal chemistry applications.

Synthesis

  • Route1

    References

    • Li, Zheng; Sun, Xiunan; Wang, Lue; Li, Yanbo; Ma, Yuanhong Journal of the Brazilian Chemical Society, 2010 , vol. 21, # 3 p. 496 - 501
  • Route2

    References

    • Recueil des Travaux Chimiques des Pays-Bas, , vol. 66, p. 533,541
  • Route3

    References

    • Tetrahedron, , vol. 48, # 36 p. 7479 - 7488

Safety Information

Download SDS
GHS Pictogram :
GHS No : GHS05
Signal Word : Danger
UN#: 3261
Class : 8
Packing Group : Ⅲ
Hazard Statements : H302-H315-H318-H335-H413
Precautionary Statements : P261-P264-P270-P271-P273-P280-P302+P352-P304+P340-P330-P362-P405-P501

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Computational Chemistry Data

  • TPSA   4.93
  • LogP   4.5769
  • H_Acceptors   1
  • H_Donors   0
  • Rotatable_Bonds   1

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