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CS-W001157 4
Total: USD 88.00

(E)-3-(3,5-Dihydroxyphenyl)acrylic acid

  • CAS No. 127791-54-2

  • Cat. No. CS-0158508
  • Purity≥97%
  • MDL No.None

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

(E)-3-(3,5-Dihydroxyphenyl)acrylic acid|CS-0158508

Structure of 127791-54-2

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General Information

  • CAS No. 127791-54-2
  • Cat. No. CS-0158508
  • Purity ≥97%
  • MDL No. None
  • Storage 4°C, stored under nitrogen
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₉H₈O₄
  • Molecular Weight 180.16
  • Synonym(s) 3,5-Dihydroxycinnamic acid
  • SMILES C(=C\C(=O)O)/C1=CC(=CC(=C1)O)O

Description

This (E)-configured acrylic acid derivative features a conjugated system flanked by two hydroxyl groups on the aromatic ring, enhancing solubility and enabling participation in hydrogen-bonding networks. The para-dihydroxy substitution pattern imparts strong electron-donating character, making it valuable for synthesizing bioactive molecules and natural product analogs under standard bench conditions.

Application

(E)-3-(3,5-Dihydroxyphenyl)acrylic acid serves as a versatile building block for bioactive heterocycles and natural product analogs, featuring a conjugated enone system with ortho-dihydroxy functionality. Its stability under standard synthetic conditions enables reliable use in coupling reactions, oxidation cascades, and metal-catalyzed transformations. The phenolic hydroxyl groups facilitate derivatization and complex scaffold assembly, making it a practical reagent for medicinal chemistry and materials science applications.

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-P330-P362+P364-P405-P501

Quality Control

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Computational Chemistry Data

  • TPSA   77.76
  • LogP   1.1956
  • H_Acceptors   3
  • H_Donors   3
  • Rotatable_Bonds   2

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