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CS-W001157 4
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Anthraquinone-2-carboxylic acid

  • CAS No. 117-78-2

  • Cat. No. CS-0075781
  • Purity≥97%
  • MDL No.MFCD00001231

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

Anthraquinone-2-carboxylic acid|CS-0075781

Structure of 117-78-2

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General Information

  • CAS No. 117-78-2
  • Cat. No. CS-0075781
  • Purity ≥97%
  • MDL No. MFCD00001231
  • Storage 4°C
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₁₅H₈O₄
  • Molecular Weight 252.22
  • Synonym(s) None
  • SMILES O=C(C1=C2C=CC=C1)C(C=C3C(O)=O)=C(C=C3)C2=O

Description

Anthraquinone-2-carboxylic acid features a rigid, planar anthraquinone core with a carboxylic acid group at the 2-position, enabling strong π-stacking and hydrogen bonding. This configuration enhances solubility in polar solvents while maintaining thermal stability, making it ideal for dye synthesis, polymer functionalization, and coordination chemistry applications under standard bench conditions.

Application

Anthraquinone-2-carboxylic acid serves as a versatile building block in the synthesis of functionalized anthraquinone derivatives, enabling direct incorporation of carboxylic acid functionality at the C2 position. Its stability under standard reaction conditions and compatibility with amidation, esterification, and coupling protocols facilitate downstream derivatization for dyes, agrochemicals, and advanced materials. The ortho-carboxylic acid group enhances solubility and provides a handle for conjugation in multi-step syntheses.

Synthesis

  • Route1

    References

    • Zhurnal Obshchei Khimii, , vol. 11, p. 16,21, 22 Chem.Abstr., , p. 5487
  • Route2
    • In-stock
      Tectoquinone|CS-0017415
      84-54-8
    • null|null
      108-24-7
    • ~0%
    • In-stock
      Anthraquinone-2-carboxylic acid|CS-0075781
      117-78-2
    • null|null
      85637-31-6

    References

    • Zhang, Jie; Yang, Guo-Yu; Wen, Ke; Sun, Hao-Ran; Yu, Lian-Xiang; Cao, Xi-Zhang Gazzetta Chimica Italiana, 1997 , vol. 127, # 10 p. 613 - 618
  • Route3
    • 2-Methylanthracene|CS-0359328
      613-12-7
    • ~%
    • In-stock
      Anthraquinone-2-carboxylic acid|CS-0075781
      117-78-2

    References

    • Journal fuer Praktische Chemie (Leipzig), , vol. <2> 92, p. 51

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   71.44
  • LogP   2.1602
  • H_Acceptors   3
  • H_Donors   1
  • Rotatable_Bonds   1

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