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9H-Carbazole-3-carboxylic acid

  • CAS No. 51035-17-7

  • Cat. No. CS-0043099
  • Purity≥98%
  • MDL No.MFCD03152409

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

9H-Carbazole-3-carboxylic acid|CS-0043099

Structure of 51035-17-7

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General Information

  • CAS No. 51035-17-7
  • Cat. No. CS-0043099
  • Purity ≥98%
  • MDL No. MFCD03152409
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₁₃H₉NO₂
  • Molecular Weight 211.22
  • Synonym(s) 3-carbazolecarboxylic acid
  • SMILES O=C(C1=CC2=C(C=C1)NC3=C2C=CC=C3)O

Description

9H-Carbazole-3-carboxylic acid features a rigid, electron-rich carbazole core paired with a carboxylic acid group at the 3-position, enabling integration into conjugated systems. This structural motif supports efficient π-stacking and enhances solubility in polar solvents, facilitating use in organic semiconductors and photoreactive materials.

Application

9H-Carbazole-3-carboxylic acid serves as a versatile building block for heterocyclic synthesis, enabling efficient access to carbazole-based scaffolds prevalent in pharmaceuticals and materials science. Its carboxylic acid functionality facilitates direct coupling reactions, amidation, and esterification under standard conditions, while the rigid, electron-rich carbazole core exhibits excellent bench stability and compatibility with diverse functional groups.

Synthesis

  • Route1

    References

    • Neurogen Corporation Patent: US6175015 B1, 2001 ; US 6175015 B1
  • Route2
    • null|null
      51035-14-4
    • ~89%
    • In-stock
      9H-Carbazole-3-carboxylic acid|CS-0043099
      51035-17-7

    References

    • Alekseeva; Bokanov; Granik Pharmaceutical Chemistry Journal, 2002 , vol. 36, # 6 p. 318 - 323
  • Route3
    • null|null
      74497-02-2
    • ~%
    • In-stock
      9H-Carbazole-3-carboxylic acid|CS-0043099
      51035-17-7

    References

    • Petrov, Ravil R.; Knight, Lindsay; Chen, Shao-Rui; Wager-Miller, Jim; McDaniel, Steven W.; Diaz, Fanny; Barth, Francis; Pan, Hui-Lin; Mackie, Ken; Cavasotto, Claudio N.; Diaz, Philippe European Journal of Medicinal Chemistry, 2013 , vol. 69, p. 881 - 907

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   53.09
  • LogP   3.0193
  • H_Acceptors   1
  • H_Donors   2
  • Rotatable_Bonds   1

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