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CS-W001157 4
Total: USD 88.00

2-Chloro-9H-carbazole

  • CAS No. 10537-08-3

  • Cat. No. CS-0042719
  • Purity≥98%
  • MDL No.None

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

2-Chloro-9H-carbazole|CS-0042719

Structure of 10537-08-3

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General Information

  • CAS No. 10537-08-3
  • Cat. No. CS-0042719
  • Purity ≥98%
  • MDL No. None
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₁₂H₈ClN
  • Molecular Weight 201.65
  • Synonym(s) 2-Chlor-carbazol
  • SMILES ClC1=CC(NC2=C3C=CC=C2)=C3C=C1

Description

2-Chloro-9H-carbazole is a bench-stable heterocyclic compound featuring a chlorine substituent at the 2-position of the carbazole core. This electron-deficient scaffold integrates readily into π-conjugated systems, enabling efficient coupling in cross-coupling reactions and serving as a key building block for functional materials in organic electronics and pharmaceutical development.

Application

2-Chloro-9H-carbazole serves as a versatile building block in synthetic organic chemistry, enabling palladium-catalyzed cross-coupling reactions to construct biaryl scaffolds. Its chloro group exhibits high reactivity in Suzuki, Stille, and Negishi couplings, facilitating the assembly of complex heterocyclic architectures. The carbazole core provides inherent stability and π-conjugation, making it valuable for applications in materials science and medicinal chemistry. The compound demonstrates excellent bench stability and compatibility with standard purification methods.

Synthesis

  • Route1

    References

    • Appukkuttan, Prasad; Van Der Eycken, Erik; Dehaen, Wim Synlett, 2005 , # 1 art. no. G33904ST, p. 127 - 133
  • Route2
    • null|null
      870703-52-9
    • ~75%
    • In-stock
      2-Chloro-9H-carbazole|CS-0042719
      10537-08-3

    References

    • Pan, Jun; Wang, Xinyan; Zhang, Yong; Buchwald, Stephen L. Organic Letters, 2011 , vol. 13, # 18 p. 4974 - 4976
  • Route3
    • (3-Chlorophenyl)hydrazine hydrochloride|CS-W017297
      2312-23-4
    • null|null
      108-94-1
    • ~%
    • In-stock
      2-Chloro-9H-carbazole|CS-0042719
      10537-08-3
    • 4-Chloro-9H-carbazole|CS-0468846
      3652-88-8

    References

    • Xiao, Fuhong; Liao, Yunfeng; Wu, Mingyue; Deng, Guo-Jun Green Chemistry, 2012 , vol. 14, # 12 p. 3277 - 3280

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

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Computational Chemistry Data

  • TPSA   15.79
  • LogP   3.9745
  • H_Acceptors   0
  • H_Donors   1
  • Rotatable_Bonds   0

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