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CS-W001157 4
Total: USD 88.00

2-(9H-Carbazol-9-yl)acetic acid

  • CAS No. 524-80-1

  • Cat. No. CS-W014217
  • Purity≥98%
  • MDL No.MFCD00439433

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

2-(9H-Carbazol-9-yl)acetic acid|CS-W014217

Structure of 524-80-1

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General Information

  • CAS No. 524-80-1
  • Cat. No. CS-W014217
  • Purity ≥98%
  • MDL No. MFCD00439433
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₁₄H₁₁NO₂
  • Molecular Weight 225.25
  • Synonym(s) Carbazol-9-yl-acetic acid
  • SMILES O=C(O)CN1C2=C(C3=C1C=CC=C3)C=CC=C2

Description

2-(9H-Carbazol-9-yl)acetic acid features a conjugated carbazole moiety linked to a carboxylic acid group, enabling integration into bioconjugation workflows. The electron-rich carbazole unit enhances fluorescence and facilitates π–π stacking interactions in supramolecular systems. This structure supports efficient incorporation into functionalized polymers and small molecule probes for optoelectronic and biochemical applications.

Application

2-(9H-Carbazol-9-yl)acetic acid serves as a versatile building block for synthesizing carbazole-containing bioactive molecules. Its carboxylic acid functionality enables direct amidation, esterification, and coupling reactions under standard conditions. The carbazole core provides structural rigidity and π-conjugation, enhancing its utility in constructing fluorescent probes and pharmaceutical intermediates. Bench-stable and readily purified by recrystallization, it functions reliably in multi-step synthetic sequences.

Synthesis

  • Route1
    • null|null
      86-74-8
    • null|null
      105-36-2
    • ~87%
    • In-stock
      2-(9H-Carbazol-9-yl)acetic acid|CS-W014217
      524-80-1

    References

    • Zhang, Tianfu; Wang, Jinze; Zhou, Manxi; Ma, Li; Yin, Guangzhong; Chen, Guangxin; Li, Qifang Tetrahedron, 2014 , vol. 70, # 14 p. 2478 - 2486
  • Route2
    • null|null
      143948-85-0
    • ~96%
    • In-stock
      2-(9H-Carbazol-9-yl)acetic acid|CS-W014217
      524-80-1

    References

    • Conn, M. Morgan; Deslongchamps, Ghislain; De Mendoza, Javier; Rebek Jr., Julius Journal of the American Chemical Society, 1993 , vol. 115, # 9 p. 3548 - 3557
  • Route3
    • null|null
      86-74-8
    • null|null
      79-08-3
    • ~91%
    • In-stock
      2-(9H-Carbazol-9-yl)acetic acid|CS-W014217
      524-80-1

    References

    • Tian, Yu-Peng; Zhang, Xuan-Jun; Wu, Jie-Ying; Fun, Hoong-Kun; Jiang, Min-Hua; Xu, Zhi-Qiang; Usman, Anwar; Chantrapromma, Suchada; Thompson, Laurence K. New Journal of Chemistry, 2002 , vol. 26, # 10 p. 1468 - 1473

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   42.23
  • LogP   2.8791
  • H_Acceptors   2
  • H_Donors   1
  • Rotatable_Bonds   2

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