Cas no 850568-70-6 (5-Methyl-4-propoxy-1,3-phenylenediboronic Acid)

5-Methyl-4-propoxy-1,3-phenylenediboronic Acid is a specialized boronic acid derivative featuring a propoxy substituent and dual boronic acid functional groups on an aromatic ring. This compound is particularly valuable in Suzuki-Miyaura cross-coupling reactions, where its diboronic structure enables efficient polyfunctionalization of organic frameworks. The propoxy group enhances solubility in organic solvents, facilitating reaction handling, while the methyl substituent can influence steric and electronic properties during coupling. Its stability under typical cross-coupling conditions makes it a reliable intermediate for synthesizing complex biaryl or heteroaryl structures, particularly in pharmaceutical and materials science research. The compound’s well-defined reactivity profile supports precise control in constructing conjugated systems.
5-Methyl-4-propoxy-1,3-phenylenediboronic Acid structure
850568-70-6 structure
Product Name:5-Methyl-4-propoxy-1,3-phenylenediboronic Acid
CAS No:850568-70-6
MF:C10H16B2O5
MW:237.853043556213
MDL:MFCD06659835
CID:716963
PubChem ID:44118533
Update Time:2025-11-07

5-Methyl-4-propoxy-1,3-phenylenediboronic Acid Chemical and Physical Properties

Names and Identifiers

    • (5-Methyl-4-propoxy-1,3-phenylene)diboronic acid
    • 5-Methyl-4-propoxy-1,3-phenylenebisboronic acid
    • (3-borono-5-methyl-4-propoxyphenyl)boronic acid
    • 5-Methyl-4-propoxy-1,3-phenylenediboronic acid
    • OR1328
    • CS-0175964
    • C10H16B2O5
    • DTXSID20656861
    • AB26438
    • MFCD06659835
    • BS-24213
    • [3-(dihydroxyboranyl)-5-methyl-4-propoxyphenyl]boronic acid
    • AKOS015841985
    • 850568-70-6
    • 5-Methyl-4-propoxy-1,3-phenylenediboronic Acid
    • MDL: MFCD06659835
    • Inchi: 1S/C10H16B2O5/c1-3-4-17-10-7(2)5-8(11(13)14)6-9(10)12(15)16/h5-6,13-16H,3-4H2,1-2H3
    • InChI Key: KDLKEDJHILYNCI-UHFFFAOYSA-N
    • SMILES: O(CCC)C1C(B(O)O)=CC(B(O)O)=CC=1C

Computed Properties

  • Exact Mass: 238.11800
  • Monoisotopic Mass: 238.118
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 4
  • Hydrogen Bond Acceptor Count: 5
  • Heavy Atom Count: 17
  • Rotatable Bond Count: 5
  • Complexity: 227
  • 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: 90.2A^2

Experimental Properties

  • Melting Point: 300
  • PSA: 90.15000
  • LogP: -1.85660

5-Methyl-4-propoxy-1,3-phenylenediboronic 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%

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Additional information on 5-Methyl-4-propoxy-1,3-phenylenediboronic Acid

Introduction to 5-Methyl-4-propoxy-1,3-phenylenediboronic Acid (CAS No. 850568-70-6)

5-Methyl-4-propoxy-1,3-phenylenediboronic Acid, identified by its Chemical Abstracts Service (CAS) number 850568-70-6, is a specialized boronic acid derivative that has garnered significant attention in the field of organic synthesis and pharmaceutical research. This compound, characterized by its unique structural features—including a methyl group at the 5-position and propoxy substituents at the 4-position of a phenylene diol backbone—exhibits remarkable reactivity and utility in various chemical transformations.

The significance of 5-Methyl-4-propoxy-1,3-phenylenediboronic Acid lies in its role as a versatile intermediate in the synthesis of complex molecules. Boronic acids are well-known for their ability to participate in Suzuki-Miyaura cross-coupling reactions, which are pivotal in constructing biaryl frameworks found in numerous pharmacologically active compounds. The presence of two boronic acid functionalities on the phenylene ring enhances its reactivity, making it an invaluable building block for medicinal chemists seeking to develop novel therapeutic agents.

Recent advancements in synthetic methodologies have highlighted the utility of 5-Methyl-4-propoxy-1,3-phenylenediboronic Acid in the development of conjugated polymers and organic electronic materials. The propoxy groups not only improve solubility but also introduce steric and electronic tunability, which are critical for optimizing material properties such as charge transport and luminescence. Researchers have leveraged this compound to design advanced materials for optoelectronic applications, including organic light-emitting diodes (OLEDs) and photovoltaic devices.

In the realm of drug discovery, 5-Methyl-4-propoxy-1,3-phenylenediboronic Acid has been employed in the synthesis of bispecific antibodies and immunoconjugates. The boronic acid moiety facilitates covalent linking to biomolecules, enabling the creation of targeted therapies that combine the advantages of small-molecule drugs with biologics. Studies have demonstrated its effectiveness in generating stable linkers for antibody-drug conjugates (ADCs), which are revolutionizing cancer treatment by delivering cytotoxic agents directly to tumor cells while minimizing systemic toxicity.

The structural motif of 5-Methyl-4-propoxy-1,3-phenylenediboronic Acid also finds relevance in carbohydrate chemistry. Boronic acids are known to form reversible complexes with saccharides, a property exploited in glycosylation studies and the development of carbohydrate-based therapeutics. The methyl and propoxy substituents influence the conformational flexibility and binding affinity of boronate esters with glycosylated targets, making this compound a valuable tool for investigating carbohydrate-protein interactions.

From a synthetic chemistry perspective, 5-Methyl-4-propoxy-1,3-phenylenediboronic Acid serves as a precursor for accessing functionalized biphenyl derivatives through cross-coupling reactions. These biphenyl scaffolds are prevalent in agrochemicals and specialty chemicals due to their stability and tunable electronic properties. The compound’s ability to undergo regioselective transformations allows chemists to introduce diverse substituents at specific positions, enabling fine-tuning of molecular properties for tailored applications.

The growing interest in green chemistry has also prompted investigations into sustainable synthetic routes for 5-Methyl-4-propoxy-1,3-phenylenediboronic Acid. Recent reports highlight catalytic systems that minimize waste and energy consumption while maintaining high yields. These innovations align with global efforts to develop environmentally friendly methodologies for producing high-value chemical intermediates like this one.

Future research directions may explore the application of 5-Methyl-4-propoxy-1,3-phenylenediboronic Acid in biocatalysis and enzymatic transformations. The boronic acid functionality’s compatibility with enzymatic systems could open new avenues for synthesizing complex molecules under mild conditions with high enantioselectivity. Such advancements would further enhance its utility in pharmaceutical and fine chemical manufacturing.

In summary, 5-Methyl-4-propoxy-1,3-phenylenediboronic Acid (CAS No. 850568-70-6) is a multifaceted compound with broad applications across synthetic chemistry, materials science, and drug development. Its unique structural features—comprising a methyl group at the 5-position and propoxy substituents at the 4-position—endow it with exceptional reactivity and adaptability. As research continues to uncover new methodologies and applications, this compound is poised to remain a cornerstone in advanced chemical synthesis and innovation.

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