Cas no 156642-03-4 ((4'-Methoxy-[1,1'-biphenyl]-4-yl)boronic acid)

(4'-Methoxy-[1,1'-biphenyl]-4-yl)boronic acid is a boronic acid derivative widely used as a key intermediate in Suzuki-Miyaura cross-coupling reactions. Its biphenyl scaffold, functionalized with a methoxy group, enhances reactivity and selectivity in palladium-catalyzed transformations, making it valuable for synthesizing complex organic molecules. The boronic acid moiety facilitates efficient coupling with aryl halides, enabling the construction of biaryl structures prevalent in pharmaceuticals and materials science. This compound exhibits good stability under standard conditions and is compatible with a range of solvents and reaction conditions. Its well-defined structure and reliable performance make it a preferred choice for researchers in medicinal chemistry and polymer science.
(4'-Methoxy-[1,1'-biphenyl]-4-yl)boronic acid structure
156642-03-4 structure
Product Name:(4'-Methoxy-[1,1'-biphenyl]-4-yl)boronic acid
CAS No:156642-03-4
MF:C13H13BO3
MW:228.051523923874
MDL:MFCD04039030
CID:65447
PubChem ID:4197354
Update Time:2025-05-21

(4'-Methoxy-[1,1'-biphenyl]-4-yl)boronic acid Chemical and Physical Properties

Names and Identifiers

    • (4'-Methoxy-[1,1'-biphenyl]-4-yl)boronic acid
    • 4'-Methoxybiphenyl-4-boronic acid
    • [4-(4-Methoxyphenyl)phenyl]boronic acid
    • 4-(4-METHOXYPHENYL)BENZENEBORONIC ACID
    • 4-(4-Methoxyphenyl)phenylboronic acid
    • 4-Methoxybiphenyl-4-ylboronic acid
    • 4'-METHOXYBIPHENYLBORONIC ACID
    • Boronic acid, B-(4'-methoxy[1,1'-biphenyl]-4-yl)-
    • AKOS BRN-0081
    • 4'-METHOXY-4-BIPHENYLBORONIC ACID
    • 4'-METHOXYBIPHENYL-4-YLBORONIC ACID
    • 4-Methoxybiphenyl-4-ylboronic acid;4-(4-Methoxyphenyl)phenylboronic acid
    • VIHQQLWZRRVBNE-UHFFFAOYSA-N
    • {4'-methoxy-[1,1'-biphenyl]-4-yl}boronic acid
    • CS-0174836
    • 6-Chloro-1,2,3,4-tetrahydro-2-oxo-7-quinolinesulfonyl Chloride
    • AKOS004116108
    • SCHEMBL257917
    • MFCD04039030
    • 4 inverted exclamation mark -Methoxybiphenyl-4-boronic Acid
    • (4'-Methoxy[1,1'-biphenyl]-4-yl)boronic acid
    • 156642-03-4
    • AB17286
    • SY286442
    • DTXSID60400704
    • (4'-Methoxy-[1,1'-biphenyl]-4-yl)boronicacid
    • AS-3122
    • Boronic acid,B-(4'-Methoxy[1,1'-biphenyl]-4-yl)-
    • 4'-METHOXY-[1,1'-BIPHENYL]-4-YLBORONIC ACID
    • (4\\'-Methoxy-[1,1\\'-biphenyl]-4-yl)boronic acid
    • MDL: MFCD04039030
    • Inchi: 1S/C13H13BO3/c1-17-13-8-4-11(5-9-13)10-2-6-12(7-3-10)14(15)16/h2-9,15-16H,1H3
    • InChI Key: VIHQQLWZRRVBNE-UHFFFAOYSA-N
    • SMILES: O(C)C1C=CC(=CC=1)C1C=CC(B(O)O)=CC=1

Computed Properties

  • Exact Mass: 228.09600
  • Monoisotopic Mass: 228.0957744g/mol
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 2
  • Hydrogen Bond Acceptor Count: 3
  • Heavy Atom Count: 17
  • Rotatable Bond Count: 3
  • Complexity: 219
  • 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

  • Density: 1.205
  • Melting Point: 209-211°C
  • Refractive Index: 1.595
  • PSA: 49.69000
  • LogP: 1.04200

(4'-Methoxy-[1,1'-biphenyl]-4-yl)boronic acid Security Information

(4'-Methoxy-[1,1'-biphenyl]-4-yl)boronic acid Customs Data

  • HS CODE:2931900090
  • Customs Data:

    China Customs Code:

    2931900090

    Overview:

    2931900090. Other organic-Inorganic compound. VAT:17.0%. Tax refund rate:13.0%. Regulatory conditions:AB(Customs clearance form for Inbound Goods,Customs clearance form for outbound goods). MFN tariff:6.5%. general tariff:30.0%

    Summary:

    2931900090. other organo-inorganic compounds. VAT:17.0%. Tax rebate rate:13.0%. Supervision conditions:AB(certificate of inspection for goods inward,certificate of inspection for goods outward). MFN tariff:6.5%. General tariff:30.0%

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(4'-Methoxy-[1,1'-biphenyl]-4-yl)boronic acid Production Method

Additional information on (4'-Methoxy-[1,1'-biphenyl]-4-yl)boronic acid

Comprehensive Guide to (4'-Methoxy-[1,1'-biphenyl]-4-yl)boronic acid (CAS No. 156642-03-4)

(4'-Methoxy-[1,1'-biphenyl]-4-yl)boronic acid (CAS No. 156642-03-4) is a highly versatile boronic acid derivative widely used in organic synthesis, pharmaceutical research, and material science. This compound, characterized by its biphenyl core and methoxy substituent, plays a pivotal role in Suzuki-Miyaura cross-coupling reactions, a cornerstone of modern drug discovery and polymer chemistry. Its unique structure and reactivity make it a valuable building block for designing advanced materials and bioactive molecules.

The growing demand for boronic acid compounds like (4'-Methoxy-[1,1'-biphenyl]-4-yl)boronic acid is driven by their applications in targeted drug delivery and cancer therapeutics. Researchers are increasingly exploring its potential in proteolysis-targeting chimeras (PROTACs), a cutting-edge technology in degenerative disease treatment. Additionally, its role in OLED materials and organic electronics aligns with the global push for sustainable energy solutions.

One of the most frequently asked questions about CAS No. 156642-03-4 revolves around its synthetic protocols and purity standards. High-purity grades (>98%) are essential for catalytic applications, while its solubility in common organic solvents (e.g., THF, DMF) facilitates diverse laboratory-scale reactions. Recent studies highlight its utility in COF (Covalent Organic Framework) synthesis, addressing trends in nanoporous material development for gas storage and molecular separation.

From an SEO perspective, users often search for "buy (4'-Methoxy-[1,1'-biphenyl]-4-yl)boronic acid" or "156642-03-4 supplier," reflecting commercial interest. Environmental concerns also drive queries like "biodegradability of boronic acids" and "green synthesis of biphenyl derivatives." This compound’s low toxicity profile and compatibility with microwave-assisted chemistry further enhance its appeal in eco-friendly synthesis.

In summary, (4'-Methoxy-[1,1'-biphenyl]-4-yl)boronic acid exemplifies the intersection of chemical innovation and industrial applicability. Its relevance to personalized medicine, renewable energy, and smart materials ensures its continued prominence in scientific literature and commercial catalogs.

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