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CS-W001157 4
Total: USD 88.00

2-Fluoroisophthalic acid

  • CAS No. 1583-65-9

  • Cat. No. CS-0051902
  • Purity≥98%
  • MDL No.MFCD00042505

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

2-Fluoroisophthalic acid|CS-0051902

Structure of 1583-65-9

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General Information

  • CAS No. 1583-65-9
  • Cat. No. CS-0051902
  • Purity ≥98%
  • MDL No. MFCD00042505
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₈H₅FO₄
  • Molecular Weight 184.12
  • Synonym(s) None
  • SMILES O=C(O)C1=CC=CC(C(=O)O)=C1F

Description

2-Fluoroisophthalic acid features a fluorinated aromatic ring with two carboxylic acid groups in a meta configuration, offering enhanced electron-withdrawing character and improved metabolic stability. This structure enables efficient incorporation into polymers and bioactive scaffolds, particularly in pharmaceutical intermediates and materials requiring halogenated arenes.

Application

2-Fluoroisophthalic acid serves as a versatile building block in medicinal chemistry and materials science, enabling the synthesis of fluorinated aromatic scaffolds via standard coupling reactions. Its ortho-fluorine substituent enhances metabolic stability and modulates electronic properties, while the dicarboxylic acid functionality facilitates amide, ester, and heterocycle formation. Bench-stable and readily purified by recrystallization, it functions reliably in peptide conjugation, macrocyclization, and pharmaceutical intermediate synthesis.

Synthesis

  • Route1

    References

    • Wang, Qiao-Chun; Qu, Da-Hui; Ren, Jun; Chen, Kongchang; Tian, He Angewandte Chemie - International Edition, 2004 , vol. 43, # 20 p. 2661 - 2665
  • Route2
    • null|null
      443-88-9
    • ~56%
    • In-stock
      2-Fluoroisophthalic acid|CS-0051902
      1583-65-9

    References

    • Rosenstroem, Ulrika; Skoeld, Christian; Lindeberg, Gunnar; Botros, Milad; Nyberg, Fred; Karlen, Anders; Hallberg, Anders Journal of Medicinal Chemistry, 2006 , vol. 49, # 20 p. 6133 - 6137
  • Route3
    • Dimethyl 2-fluoroisophthalate|CS-0580256
      723334-03-0
    • ~18%
    • In-stock
      2-Fluoro-3-(methoxycarbonyl)benzoic acid|CS-0051908
      914301-44-3
    • In-stock
      2-Fluoroisophthalic acid|CS-0051902
      1583-65-9

    References

    • Rosenstroem, Ulrika; Skoeld, Christian; Lindeberg, Gunnar; Botros, Milad; Nyberg, Fred; Karlen, Anders; Hallberg, Anders Journal of Medicinal Chemistry, 2006 , vol. 49, # 20 p. 6133 - 6137

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   74.6
  • LogP   1.2221
  • H_Acceptors   2
  • H_Donors   2
  • Rotatable_Bonds   2

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