Cas no 149288-47-1 (4-(2,4-dichlorophenoxy)methylbenzoic acid)

4-(2,4-Dichlorophenoxy)methylbenzoic acid is a chlorinated aromatic compound featuring a benzoic acid core substituted with a (2,4-dichlorophenoxy)methyl group. This structure imparts unique chemical properties, making it useful as an intermediate in organic synthesis, particularly in the development of agrochemicals and pharmaceuticals. Its dichlorophenoxy moiety enhances reactivity in electrophilic substitution reactions, while the carboxylic acid group allows for further functionalization. The compound exhibits stability under standard conditions, facilitating handling and storage. Its precise structural design enables selective interactions in target applications, such as herbicide formulations or bioactive molecule synthesis. The product is typically supplied in high purity to ensure consistent performance in research and industrial processes.
4-(2,4-dichlorophenoxy)methylbenzoic acid structure
149288-47-1 structure
Product Name:4-(2,4-dichlorophenoxy)methylbenzoic acid
CAS No:149288-47-1
MF:C14H10Cl2O3
MW:297.133402347565
MDL:MFCD01852441
CID:2625916
PubChem ID:903815
Update Time:2025-06-13

4-(2,4-dichlorophenoxy)methylbenzoic acid Chemical and Physical Properties

Names and Identifiers

    • 4-[(2,4-Dichlorophenoxy)methyl]benzoic acid
    • AKOS B001153
    • ART-CHEM-BB B001153
    • 4-(2,4-DICHLORO-PHENOXYMETHYL)-BENZOIC ACID
    • 4-(2,4-dichlorophenoxy)methylbenzoic acid
    • MDL: MFCD01852441
    • Inchi: 1S/C14H10Cl2O3/c15-11-5-6-13(12(16)7-11)19-8-9-1-3-10(4-2-9)14(17)18/h1-7H,8H2,(H,17,18)
    • InChI Key: SFELUKIAJDZQSF-UHFFFAOYSA-N
    • SMILES: ClC1C=C(C=CC=1OCC1C=CC(C(=O)O)=CC=1)Cl

Computed Properties

  • Hydrogen Bond Donor Count: 1
  • Hydrogen Bond Acceptor Count: 3
  • Heavy Atom Count: 19
  • Rotatable Bond Count: 4

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Additional information on 4-(2,4-dichlorophenoxy)methylbenzoic acid

Comprehensive Overview of 4-(2,4-dichlorophenoxy)methylbenzoic acid (CAS No. 149288-47-1): Properties, Applications, and Industry Insights

4-(2,4-dichlorophenoxy)methylbenzoic acid (CAS No. 149288-47-1) is a specialized organic compound with a unique molecular structure that combines a benzoic acid core with a 2,4-dichlorophenoxy substituent. This synthetic intermediate has garnered significant attention in pharmaceutical and agrochemical research due to its versatile reactivity and potential applications. The compound's chemical formula C14H10Cl2O3 reflects its distinct composition, which enables selective interactions in various chemical synthesis pathways.

In recent years, the demand for high-purity intermediates like 4-(2,4-dichlorophenoxy)methylbenzoic acid has surged, particularly in the development of targeted therapeutics and crop protection agents. Researchers are actively exploring its role in enzyme inhibition and receptor modulation, with several studies highlighting its potential as a molecular scaffold for drug discovery. The compound's lipophilicity and structural rigidity make it particularly valuable for designing compounds with improved bioavailability and target specificity.

The synthesis of CAS 149288-47-1 typically involves multi-step organic reactions, including esterification and nucleophilic substitution processes. Advanced chromatographic techniques such as HPLC purification are often employed to achieve the required chemical purity (>98%), which is critical for research applications. Analytical characterization using NMR spectroscopy and mass spectrometry confirms the compound's structural integrity and helps identify potential chemical impurities that might affect downstream applications.

From an industrial perspective, 4-(2,4-dichlorophenoxy)methylbenzoic acid represents an important building block in the synthesis of more complex molecules. Its phenoxybenzoic acid derivative nature makes it particularly useful for creating compounds with specific physicochemical properties. Manufacturers are increasingly focusing on green chemistry approaches to produce this intermediate, with emphasis on atom economy and reduced environmental impact during synthesis.

The global market for fine chemicals like 149288-47-1 is experiencing steady growth, driven by expanding pharmaceutical R&D budgets and increasing demand for specialty agrochemicals. Quality control remains paramount, with stringent regulatory standards governing the production and handling of such compounds. Proper material safety data documentation and storage conditions (typically room temperature in sealed containers) are essential considerations for laboratories and production facilities working with this material.

Emerging research directions for 4-(2,4-dichlorophenoxy)methylbenzoic acid include its potential application in metal-organic frameworks (MOFs) and as a ligand precursor in coordination chemistry. The compound's ability to form stable hydrogen bonds and participate in π-π stacking interactions makes it interesting for supramolecular chemistry applications. These developments align with current scientific trends focusing on functional materials and molecular engineering.

For researchers sourcing CAS 149288-47-1, it's crucial to verify supplier credentials and request comprehensive analytical certificates. The compound's structural analogs and derivative compounds are also gaining attention, creating opportunities for structure-activity relationship studies. As with any research chemical, proper risk assessment and adherence to laboratory safety protocols are mandatory when handling this material.

The future outlook for 4-(2,4-dichlorophenoxy)methylbenzoic acid appears promising, with potential applications expanding beyond traditional domains. Its combination of aromatic systems and halogen substituents offers unique opportunities in medicinal chemistry design and material science innovation. Continued research into its physicochemical behavior and biological activity will likely reveal additional valuable applications for this versatile compound.

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