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CS-W001157 4
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4,4'-Diamino-[1,1'-biphenyl]-2,2'-dicarboxylic acid

  • CAS No. 17557-76-5

  • Cat. No. CS-0110592
  • Purity≥97%
  • MDL No.MFCD00156997

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

4,4'-Diamino-[1,1'-biphenyl]-2,2'-dicarboxylic acid|CS-0110592

Structure of 17557-76-5

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General Information

  • CAS No. 17557-76-5
  • Cat. No. CS-0110592
  • Purity ≥97%
  • MDL No. MFCD00156997
  • Storage RT, protect from light
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₁₄H₁₂N₂O₄
  • Molecular Weight 272.26
  • Synonym(s) 4,4'-Diaminobiphenyl-2,2'-Dicarboxylic acid
  • SMILES O=C(O)C1=CC(N)=CC=C1C2=CC=C(C=C2C(O)=O)N

Description

4,4'-Diamino-[1,1'-biphenyl]-2,2'-dicarboxylic acid features two amino groups at the para positions of a biphenyl core, flanked by carboxylic acid functionalities. This arrangement enables robust integration into polyamide architectures and facilitates coordination in metal-organic frameworks. The molecule combines electron-donating amine moieties with polar, reactive carboxyl groups, supporting versatile conjugation and solubility in polar solvents.

Application

4,4'-Diamino-[1,1'-biphenyl]-2,2'-dicarboxylic acid serves as a versatile bifunctional building block for the synthesis of conjugated polymers and functionalized heterocycles. The ortho-dicarboxylic acid groups enable efficient coupling reactions, while the para-amine functionalities offer excellent compatibility with standard amide, urea, and imine-forming transformations. Its bench-stable crystalline form facilitates handling and purification, making it well-suited for modular synthetic approaches in materials science and medicinal chemistry applications.

Synthesis

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      4,4'-Diamino-[1,1'-biphenyl]-2,2'-dicarboxylic acid|CS-0110592
      17557-76-5
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      67003-03-6

    References

    • Rubezhov, Arkadiy Organic Preparations and Procedures International, 2006 , vol. 38, # 4 p. 401 - 404
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    References

    • Schmidt,J.; Schall Chemische Berichte, 1905 , vol. 38, p. 3770 Full Text Show Details Schmidt,J. Privatmitteilung
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      621-17-0
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      4,4'-Diamino-[1,1'-biphenyl]-2,2'-dicarboxylic acid|CS-0110592
      17557-76-5

    References

    • Kusserow Chemische Berichte, 1890 , vol. 23, p. 913

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   126.64
  • LogP   1.9144
  • H_Acceptors   4
  • H_Donors   4
  • Rotatable_Bonds   3

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