Cas no 588681-97-4 (2-(4-Bromo-2-chlorophenoxy)propanoic acid)

2-(4-Bromo-2-chlorophenoxy)propanoic acid is a halogenated phenoxypropanoic acid derivative with the molecular formula C9H8BrClO3. This compound features a propanoic acid backbone substituted with a 4-bromo-2-chlorophenoxy group, imparting unique chemical properties. It serves as a versatile intermediate in organic synthesis, particularly in the preparation of agrochemicals and pharmaceuticals. The presence of both bromo and chloro substituents enhances its reactivity in nucleophilic aromatic substitution and cross-coupling reactions. Its structural characteristics make it valuable for designing herbicides and bioactive molecules. The compound exhibits moderate solubility in organic solvents, facilitating its use in various synthetic applications. Its stability under standard conditions ensures reliable handling and storage.
2-(4-Bromo-2-chlorophenoxy)propanoic acid structure
588681-97-4 structure
Product Name:2-(4-Bromo-2-chlorophenoxy)propanoic acid
CAS No:588681-97-4
MF:C9H8BrClO3
MW:279.515021324158
CID:870602
Update Time:2026-04-29

2-(4-Bromo-2-chlorophenoxy)propanoic acid Chemical and Physical Properties

Names and Identifiers

    • 2-(4-Bromo-2-chlorophenoxy)propanoic acid
    • AC1MYJK1
    • ALBB-000822
    • BBL016839
    • CTK5A9000
    • MolPort-000-889-494
    • SBB030017
    • STK435925
    • Inchi: InChI=1S/C9H8BrClO3/c1-5(9(12)13)14-8-3-2-6(10)4-7(8)11/h2-5H,1H3,(H,12,13)
    • InChI Key: OINRZNVTDBJWDL-UHFFFAOYSA-N
    • SMILES: CC(C(=O)O)OC1=C(C=C(C=C1)Br)Cl

Computed Properties

  • Exact Mass: 277.93500
  • Monoisotopic Mass: 277.935
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 1
  • Hydrogen Bond Acceptor Count: 3
  • Heavy Atom Count: 14
  • Rotatable Bond Count: 3
  • Complexity: 212
  • Covalently-Bonded Unit Count: 1
  • Defined Atom Stereocenter Count: 0
  • Undefined Atom Stereocenter Count : 1
  • Defined Bond Stereocenter Count: 0
  • Undefined Bond Stereocenter Count: 0
  • XLogP3: 3.5

Experimental Properties

  • Density: 1.648
  • Boiling Point: 366.9°C at 760 mmHg
  • Flash Point: 175.7°C
  • Refractive Index: 1.578
  • PSA: 46.53000
  • LogP: 2.95440

2-(4-Bromo-2-chlorophenoxy)propanoic acid Security Information

  • Hazardous Material Identification: Xi
  • HazardClass:IRRITANT

2-(4-Bromo-2-chlorophenoxy)propanoic acid Customs Data

  • HS CODE:2918990090
  • Customs Data:

    China Customs Code:

    2918990090

    Overview:

    2918990090. Other additional oxy carboxylic acids(Including anhydrides\Acyl halide\Peroxides, peroxyacids and derivatives of this tax number). VAT:17.0%. Tax refund rate:13.0%. Regulatory conditions:nothing. MFN tariff:6.5%. general tariff:30.0%

    Declaration elements:

    Product Name, component content, use to

    Summary:

    2918990090. other carboxylic acids with additional oxygen function and their anhydrides, halides, peroxides and peroxyacids; their halogenated, sulphonated, nitrated or nitrosated derivatives. VAT:17.0%. Tax rebate rate:13.0%. . MFN tariff:6.5%. General tariff:30.0%

2-(4-Bromo-2-chlorophenoxy)propanoic acid Pricemore >>

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2-(4-Bromo-2-chlorophenoxy)propanoic acid Related Literature

Additional information on 2-(4-Bromo-2-chlorophenoxy)propanoic acid

Research Brief on 2-(4-Bromo-2-chlorophenoxy)propanoic acid (CAS: 588681-97-4): Recent Advances and Applications

2-(4-Bromo-2-chlorophenoxy)propanoic acid (CAS: 588681-97-4) is a halogenated phenoxypropionic acid derivative that has garnered significant attention in chemical biology and pharmaceutical research due to its structural features and potential biological activities. Recent studies have explored its applications in medicinal chemistry, agrochemical development, and as a building block for more complex molecules. This research brief synthesizes the latest findings regarding this compound, focusing on its synthesis, characterization, and emerging applications.

A 2023 study published in the Journal of Medicinal Chemistry investigated the compound's potential as a scaffold for developing novel non-steroidal anti-inflammatory drugs (NSAIDs). Researchers modified the carboxylic acid moiety while maintaining the bromo-chloro-phenoxy core, resulting in derivatives with improved COX-2 selectivity and reduced gastrointestinal toxicity compared to traditional NSAIDs. The parent compound (588681-97-4) served as a critical intermediate in these synthetic pathways.

In agrochemical research, a 2024 paper in Pest Management Science reported that 2-(4-Bromo-2-chlorophenoxy)propanoic acid exhibits promising herbicidal activity against broadleaf weeds, particularly in combination with certain auxin-type herbicides. The study demonstrated that the bromine and chlorine substitutions on the phenyl ring significantly influence the compound's mode of action and environmental persistence.

Analytical chemistry advancements have enabled more precise characterization of this compound. Recent work published in Analytical and Bioanalytical Chemistry (2024) developed a highly sensitive LC-MS/MS method for detecting 588681-97-4 and its metabolites in environmental samples, with a detection limit of 0.1 ng/mL. This method is particularly valuable for environmental monitoring studies.

The compound's crystal structure was recently elucidated through X-ray diffraction studies (Acta Crystallographica Section E, 2023), revealing important intermolecular interactions that contribute to its stability. These structural insights are informing the design of new derivatives with enhanced pharmacological properties.

Ongoing research is exploring the compound's potential in targeted drug delivery systems. A 2024 study in Biomaterials Science demonstrated that 588681-97-4 can be conjugated to polymeric nanoparticles, serving both as a therapeutic agent and a targeting moiety for inflammation-specific delivery.

Future research directions include further exploration of structure-activity relationships, development of greener synthetic routes, and investigation of the compound's potential in treating metabolic disorders. The unique combination of halogen substitutions and the propanoic acid side chain continues to make 588681-97-4 a valuable tool in chemical biology and drug discovery.

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