Cas no 1256358-75-4 ((4-((3-Chlorophenoxy)methyl)phenyl)boronic acid)

(4-((3-Chlorophenoxy)methyl)phenyl)boronic acid is a boronic acid derivative featuring a chlorophenoxy-substituted phenyl ring, making it a valuable intermediate in Suzuki-Miyaura cross-coupling reactions. The presence of the boronic acid group enables efficient palladium-catalyzed coupling with aryl or vinyl halides, facilitating the synthesis of biaryl structures. The 3-chlorophenoxy moiety enhances steric and electronic properties, potentially improving selectivity in complex coupling reactions. This compound is particularly useful in pharmaceutical and agrochemical research, where precise functionalization of aromatic systems is required. Its stability under typical reaction conditions and compatibility with diverse substrates make it a practical choice for constructing advanced molecular architectures. Proper handling under inert conditions is recommended to preserve reactivity.
(4-((3-Chlorophenoxy)methyl)phenyl)boronic acid structure
1256358-75-4 structure
Product Name:(4-((3-Chlorophenoxy)methyl)phenyl)boronic acid
CAS No:1256358-75-4
MF:C13H12BClO3
MW:262.496582984924
MDL:MFCD16198518
CID:828639
PubChem ID:53211411
Update Time:2025-05-21

(4-((3-Chlorophenoxy)methyl)phenyl)boronic acid Chemical and Physical Properties

Names and Identifiers

    • (4-((3-Chlorophenoxy)methyl)phenyl)boronic acid
    • [4-[(3-chlorophenoxy)methyl]phenyl]boronic acid
    • 4-(3-CHLOROPHENOXYMETHYL)PHENYLBORONIC ACID
    • ACMC-209azu
    • AG-L-21676
    • AK-85249
    • ANW-18520
    • CTK4B4683
    • MolPort-013-078-771
    • SureCN2557883
    • BS-19890
    • DB-357407
    • SCHEMBL2557883
    • DTXSID90681347
    • AKOS005974804
    • MFCD16198518
    • (4-((3-Chlorophenoxy)methyl)phenyl)boronicacid
    • Boronic acid, B-[4-[(3-chlorophenoxy)methyl]phenyl]-
    • {4-[(3-Chlorophenoxy)methyl]phenyl}boronic acid
    • 1256358-75-4
    • CS-0175222
    • MDL： MFCD16198518
    • Inchi： 1S/C13H12BClO3/c15-12-2-1-3-13(8-12)18-9-10-4-6-11(7-5-10)14(16)17/h1-8,16-17H,9H2
    • InChI Key： ZSCHGAJACGHTSK-UHFFFAOYSA-N
    • SMILES： ClC1=CC=CC(=C1)OCC1C=CC(B(O)O)=CC=1

Computed Properties

  • Exact Mass: 262.05700
  • Monoisotopic Mass: 262.0568021g/mol
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 2
  • Hydrogen Bond Acceptor Count: 3
  • Heavy Atom Count: 18
  • Rotatable Bond Count: 4
  • Complexity: 244
  • Covalently-Bonded Unit Count: 1
  • Defined Atom Stereocenter Count: 0
  • Undefined Atom Stereocenter Count : 0
  • Defined Bond Stereocenter Count: 0
  • Undefined Bond Stereocenter Count: 0
  • Topological Polar Surface Area: 49.7?2

Experimental Properties

  • PSA: 49.69000
  • LogP: 1.59880

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(4-((3-Chlorophenoxy)methyl)phenyl)boronic acid Related Literature

Additional information on (4-((3-Chlorophenoxy)methyl)phenyl)boronic acid

Comprehensive Overview of (4-((3-Chlorophenoxy)methyl)phenyl)boronic acid (CAS No. 1256358-75-4)

(4-((3-Chlorophenoxy)methyl)phenyl)boronic acid (CAS No. 1256358-75-4) is a specialized boronic acid derivative widely utilized in organic synthesis, pharmaceutical research, and material science. This compound features a unique chlorophenoxy moiety, which enhances its reactivity and applicability in Suzuki-Miyaura cross-coupling reactions, a cornerstone of modern drug discovery and bioconjugation techniques. Its molecular structure, combining a phenylboronic acid core with a 3-chlorophenoxy substituent, makes it a versatile intermediate for constructing complex molecules.

In recent years, the demand for boronic acid-based compounds like (4-((3-Chlorophenoxy)methyl)phenyl)boronic acid has surged due to their pivotal role in targeted drug delivery and cancer therapeutics. Researchers are particularly interested in its potential to form stable covalent bonds with biomolecules, enabling precise modifications of proteins and nucleic acids. This aligns with the growing trend of precision medicine, where small-molecule probes are essential for diagnosing and treating diseases at the molecular level.

From an industrial perspective, CAS No. 1256358-75-4 is valued for its compatibility with green chemistry principles. Its use in catalyst-free reactions and aqueous-phase synthesis reduces environmental impact, addressing the global push for sustainable chemical processes. This resonates with the increasing consumer and regulatory focus on eco-friendly manufacturing, a topic frequently searched in scientific databases and AI-driven research tools.

The compound’s stability under physiological conditions also makes it a candidate for bioimaging applications. For instance, its boronate ester formation with diols has been explored for glucose sensing, a hot topic in diabetes management. Such innovations highlight its relevance in biomedical engineering, where users often search for advanced diagnostic tools and non-invasive monitoring solutions.

In summary, (4-((3-Chlorophenoxy)methyl)phenyl)boronic acid (CAS No. 1256358-75-4) exemplifies the intersection of chemical innovation and real-world applications. Its multifaceted uses—from pharmaceutical intermediates to sustainable materials—underscore its importance in addressing contemporary challenges in healthcare and environmental science.

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