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CS-W001157 4
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2,2'-(2,5-Dihydroxy-1,4-phenylene)diacetic acid

  • CAS No. 5488-16-4

  • Cat. No. CS-0089368
  • Molecule weight226.18
  • Purity≥97%
  • MDL No.MFCD00004325

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

2,2'-(2,5-Dihydroxy-1,4-phenylene)diacetic acid|CS-0089368

Structure of 5488-16-4

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General Information

  • CAS No. 5488-16-4
  • Cat. No. CS-0089368
  • Purity ≥97%
  • MDL No. MFCD00004325
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₁₀H₁₀O₆
  • Molecular Weight 226.18
  • Synonym(s) 2,5-Dihydroxy-p-benzenediacetic acid
  • SMILES O=C(O)CC1=CC(O)=C(C=C1O)CC(=O)O

Description

This diacid features a rigid para-phenylene core with two hydroxyl groups and two carboxylic acid termini, enabling strong metal chelation and enhanced solubility in aqueous systems. The ortho-hydroxyacetate moieties facilitate coordination to transition metals and lanthanides, making it valuable for ligand design in catalysis and imaging applications.

Application

2,2'-(2,5-Dihydroxy-1,4-phenylene)diacetic acid serves as a versatile bifunctional building block for the synthesis of chelating agents and functionalized polymers. Its ortho-dihydroxy and carboxylic acid functionalities enable efficient metal coordination and conjugation chemistry, while exhibiting good bench stability and compatibility with standard purification methods. The molecule functions effectively in ligand design, surface modification, and the construction of bioactive scaffolds requiring phenolic and acidic moieties.

Synthesis

  • Route1
    • null|null
      30272-73-2
    • ~80%
    • In-stock
      2,2'-(2,5-Dihydroxy-1,4-phenylene)diacetic acid|CS-0089368
      5488-16-4

    References

    • Connor, Daniel M.; Trzupek, Larry; Lee, Moses; Whitehead, Daniel Patent: US2006/223993 A1, 2006 ; Location in patent: Page/Page column 6 ;
  • Route2
    • null|null
      1450767-22-2
    • ~63%
    • In-stock
      2,2'-(2,5-Dihydroxy-1,4-phenylene)diacetic acid|CS-0089368
      5488-16-4

    References

    • Lei, Ting; Dou, Jin-Hu; Cao, Xiao-Yu; Wang, Jie-Yu; Pei, Jian Journal of the American Chemical Society, 2013 , vol. 135, # 33 p. 12168 - 12171
  • Route3
    • null|null
      106-51-4
    • ~%
    • In-stock
      2,2'-(2,5-Dihydroxy-1,4-phenylene)diacetic acid|CS-0089368
      5488-16-4

    References

    • Journal of the American Chemical Society, , vol. 135, # 33 p. 12168 - 12171

Safety Information

Download SDS
GHS Pictogram :
GHS No : GHS07
Signal Word : Warning
UN#: N/A
Class : N/A
Packing Group : N/A
Hazard Statements : H315-H319-H335
Precautionary Statements : P261-P264-P271-P280-P302+P352-P304+P340-P362-P405-P501

Quality Control

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Computational Chemistry Data

  • TPSA   115.06
  • LogP   0.352
  • H_Acceptors   4
  • H_Donors   4
  • Rotatable_Bonds   4

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