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CS-W001157 4
Total: USD 88.00

3,4-Dihydroxyphenylpyruvic acid

  • CAS No. 4228-66-4

  • Cat. No. CS-0157104
  • Purity≥95%
  • MDL No.MFCD08460177

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

3,4-Dihydroxyphenylpyruvic acid|CS-0157104

Structure of 4228-66-4

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General Information

  • CAS No. 4228-66-4
  • Cat. No. CS-0157104
  • Purity ≥95%
  • MDL No. MFCD08460177
  • Storage 4°C, stored under nitrogen
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₉H₈O₅
  • Molecular Weight 196.16
  • Synonym(s) 3-(3,4-Dihydroxyphenyl)-2-oxopropanoic acid
  • SMILES C1=CC(=C(C=C1CC(=O)C(=O)O)O)O

Description

This phenolic acid features two adjacent hydroxyl groups on the aromatic ring, enhancing its chelating capacity and antioxidant potential. The α-keto acid functionality enables direct participation in carbon-carbon bond formation reactions, while the ortho-dihydroxy motif imparts stability under physiological conditions. Ideal for bioconjugation and synthetic biology applications requiring redox-active scaffolds.

Application

3-(3,4-Dihydroxyphenyl)-2-oxopropanoic acid serves as a versatile building block for catechol-containing scaffolds, enabling direct incorporation into polyphenolic frameworks relevant to natural product synthesis. Its ortho-dihydroxy functionality facilitates metal chelation and oxidative coupling, while the α-ketoacid moiety supports nucleophilic addition and condensation reactions. The compound exhibits bench stability and compatibility with common protecting group strategies, supporting its use in multi-step syntheses requiring functional group manipulation.

Safety Information

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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   94.83
  • LogP   0.294
  • H_Acceptors   4
  • H_Donors   3
  • Rotatable_Bonds   3

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