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CS-W001157 4
Total: USD 88.00

NSC 624671

  • CAS No. 2892-51-5

  • Cat. No. CS-W019969
  • Molecule weight114.06
  • Purity≥98%
  • MDL No.MFCD00001334

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

NSC 624671|CS-W019969

Structure of 2892-51-5

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General Information

  • CAS No. 2892-51-5
  • Cat. No. CS-W019969
  • Purity ≥98%
  • MDL No. MFCD00001334
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₄H₂O₄
  • Molecular Weight 114.06
  • Synonym(s) Quadratic acid; Squaric acid; 4-hydroxycyclobutane-1,2,3-trione; 3,4-Dihydroxy-3-cyclobutene-1,2-dione
  • SMILES O=C1C(C(O)=C1O)=O

Description

3,4-dihydroxy-3-cyclobutene-1,2 dione, commonly known as squaric acid, is widely used in bioorganic and medicinal chemistry. It is an inhibitor of glyoxylase, semiqauric acid, pyruvate dehrogenase, and transketolase. It is used as a replacement for phosphate in a peptide-based ligand for an SH2 domain. Its derivatives are high-affinity ligands for excitatory amino acid receptors. These derivatives are also used as dyes for fluorescence detection of small biological molecules.3,4-Dihydroxy-3-cyclobutene-1,2-dione can be used:In fluorescence detection in immunoassays, hybridization assays, enzymatic reactions, and other analytical procedures.To form diffraction quality crystals. To synthesize a squarate dianion, which is used as a building block to create uncharged polymeric networks. These ordered structures are used in catalysis, nonlinear optics, electrical conductivity, molecular recognition, and molecular sieves.

Synthesis

  • Route1
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      389-27-5
    • ~%
    • In-stock
      NSC 624671|CS-W019969
      2892-51-5

    References

    • Cohen et al. Journal of the American Chemical Society, 1959 , vol. 81, p. 3480 Full Text View citing articles Show Details Park et al. Journal of the American Chemical Society, 1962 , vol. 84, p. 2919,2921
  • Route2
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      89846-88-8
    • ~%
    • In-stock
      NSC 624671|CS-W019969
      2892-51-5

    References

    • Paine, Anthony James Tetrahedron Letters, 1984 , vol. 25, # 2 p. 135 - 138
  • Route3
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      71226-39-6
    • ~%
    • In-stock
      NSC 624671|CS-W019969
      2892-51-5

    References

    • Islam, Nazar-ul; Sopher, David W.; Utley, James H. P. Tetrahedron, 1987 , vol. 43, # 5 p. 959 - 970

Safety Information

Download SDS
GHS Pictogram :
GHS No : GHS05
Signal Word : Danger
UN#: 3261
Class : 8
Packing Group : Ⅲ
Hazard Statements : H314
Precautionary Statements : P260-P264-P280-P301+P330+P331-P304+P340-P363-P405-P501

Quality Control

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Computational Chemistry Data

  • TPSA   74.6
  • LogP   -1.3062
  • H_Acceptors   4
  • H_Donors   2
  • Rotatable_Bonds   0

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