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CS-W001157 4
Total: USD 88.00

2-(2-Bromo-4-hydroxyphenyl)acetic acid

  • CAS No. 88491-44-5

  • Cat. No. CS-0226552
  • Purity≥96%
  • MDL No.None

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

2-(2-Bromo-4-hydroxyphenyl)acetic acid|CS-0226552

Structure of 88491-44-5

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General Information

  • CAS No. 88491-44-5
  • Cat. No. CS-0226552
  • Purity ≥96%
  • MDL No. None
  • Storage 4°C, stored under nitrogen
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₈H₇BrO₃
  • Molecular Weight 231.04
  • Synonym(s) 2-BROMO-4-HYDROXYPHENYLACETIC ACID
  • SMILES O=C(O)CC1=CC=C(O)C=C1Br

Description

This brominated phenolic acetic acid derivative features a hydroxyl group ortho to the bromine, enhancing its reactivity in coupling reactions. The carboxylic acid functionality enables direct conjugation or derivatization, while the electron-withdrawing bromine stabilizes adjacent intermediates. Ideal for synthesizing bioactive compounds and functional materials under standard conditions.

Application

2-(2-Bromo-4-hydroxyphenyl)acetic acid serves as a versatile building block for brominated aromatic scaffolds, enabling direct functionalization in Suzuki-Miyaura and other palladium-catalyzed cross-coupling reactions. The carboxylic acid group facilitates derivatization via amide or ester formation, while the phenolic hydroxyl permits selective protection or etherification. Bench-stable and compatible with standard purification methods, it functions effectively in medicinal chemistry campaigns requiring halogenated aryl motifs.

Synthesis

  • Route1

    References

    • TAKEDA PHARMACEUTICAL COMPANY LIMITED; YASUMA, Tsuneo; KAMATA, Makoto; YAMASHITA, Tohru; HIROSE, Hideki; MURAKAMI, Masataka; KINA, Asato; YONEMORI, Kazuko; MIZOJIRI, Ryo; FUJIMORI, Ikuo; FUJIMOTO, Takuya; IKEDA, Zenichi Patent: WO2012/74126 A1, 2012 ; Location in patent: Page/Page column 246 ;

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-H312-H332
Precautionary Statements : P261-P264-P270-P271-P280-P302+P352-P304+P340-P330-P363-P501

Quality Control

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Computational Chemistry Data

  • TPSA   57.53
  • LogP   1.7818
  • H_Acceptors   2
  • H_Donors   2
  • Rotatable_Bonds   2

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