Cas no 221006-65-1 (4-(2-hydroxyethoxy)phenylboronic acid)

4-(2-Hydroxyethoxy)phenylboronic acid is a boronic acid derivative featuring a hydroxyethoxy functional group, which enhances its solubility and reactivity in aqueous and organic media. This compound is particularly valuable in Suzuki-Miyaura cross-coupling reactions, where it serves as a versatile boronic acid coupling partner for aryl halides, enabling the synthesis of biaryl structures. The hydroxyl group further allows for additional functionalization or conjugation, making it useful in pharmaceutical and materials chemistry. Its stability under mild conditions and compatibility with diverse reaction environments underscore its utility in organic synthesis and medicinal chemistry applications. The compound’s balanced reactivity and functional group flexibility make it a practical choice for researchers.
4-(2-hydroxyethoxy)phenylboronic acid structure
221006-65-1 structure
Product Name:4-(2-hydroxyethoxy)phenylboronic acid
CAS No:221006-65-1
MF:C8H11BO4
MW:181.981542825699
CID:1006396
Update Time:2025-05-24

4-(2-hydroxyethoxy)phenylboronic acid Chemical and Physical Properties

Names and Identifiers

    • 4-(2-hydroxyethoxy)phenylboronic acid
    • Inchi: 1S/C8H11BO4/c10-5-6-13-8-3-1-7(2-4-8)9(11)12/h1-4,10-12H,5-6H2
    • InChI Key: DYXUTUGXJBKZLD-UHFFFAOYSA-N
    • SMILES: O(CCO)C1C=CC(B(O)O)=CC=1

Computed Properties

  • Hydrogen Bond Donor Count: 3
  • Hydrogen Bond Acceptor Count: 4
  • Heavy Atom Count: 13
  • Rotatable Bond Count: 4

4-(2-hydroxyethoxy)phenylboronic acid Pricemore >>

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Additional information on 4-(2-hydroxyethoxy)phenylboronic acid

Professional Introduction to 4-(2-hydroxyethoxy)phenylboronic Acid (CAS No. 221006-65-1)

4-(2-hydroxyethoxy)phenylboronic acid, with the chemical identifier CAS No. 221006-65-1, is a specialized organic compound that has garnered significant attention in the field of pharmaceutical chemistry and materials science. This compound, characterized by its 4-(2-hydroxyethoxy)phenylboronic acid structure, exhibits unique properties that make it a valuable intermediate in various synthetic applications. Boronic acids, in general, are known for their ability to form stable complexes with diols and have been widely utilized in drug development, particularly in the design of protease inhibitors and other therapeutic agents.

The significance of this compound lies in its versatile applications across multiple domains. In pharmaceutical research, 4-(2-hydroxyethoxy)phenylboronic acid serves as a crucial building block for the synthesis of novel drug candidates. Its boronic acid moiety allows for the formation of reversible bonds with diols, making it an excellent candidate for applications involving chelation and coordination chemistry. This property is particularly relevant in the development of targeted therapies, where precise molecular interactions are essential for efficacy.

Recent advancements in medicinal chemistry have highlighted the potential of boronic acids in addressing various therapeutic challenges. For instance, studies have demonstrated the role of boronic acid derivatives in inhibiting enzymes such as cathepsin K, which is implicated in osteoporosis and other metabolic disorders. The 4-(2-hydroxyethoxy)phenylboronic acid structure provides a scaffold that can be modified to enhance binding affinity and selectivity, making it a promising candidate for further pharmacological exploration.

In materials science, the application of CAS No. 221006-65-1 extends to the development of advanced materials such as polymers and coatings. Boronic acids are known to participate in cross-linking reactions, which can improve the mechanical and thermal properties of materials. This has led to innovative applications in areas ranging from biodegradable plastics to high-performance composites. The hydroxyl and boronic acid functional groups in this compound allow for facile incorporation into polymer backbones, enabling the creation of materials with tailored properties.

The synthesis of 4-(2-hydroxyethoxy)phenylboronic acid involves multi-step organic transformations that highlight its synthetic utility. The process typically begins with the functionalization of a phenyl ring followed by the introduction of a hydroxyethoxy group and finally the incorporation of a boronic acid moiety. Each step requires careful optimization to ensure high yield and purity, underscoring the compound's importance in industrial-scale production.

The growing interest in green chemistry has also spurred research into sustainable methods for producing boronic acids. Innovations in catalytic processes and solvent systems have enabled more environmentally friendly approaches to synthesizing compounds like CAS No. 221006-65-1. These advancements not only reduce the environmental impact but also make the production process more cost-effective and scalable.

In conclusion, 4-(2-hydroxyethoxy)phenylboronic acid represents a fascinating compound with broad applications across pharmaceuticals and materials science. Its unique structural features and chemical properties make it indispensable in modern research and industrial processes. As scientific understanding continues to evolve, it is expected that new applications for this compound will emerge, further solidifying its role as a cornerstone in chemical innovation.

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