Cas no 1221823-93-3 (4-(Cyclohexyloxy)methylphenylboronic acid)

4-(Cyclohexyloxy)methylphenylboronic acid is a boronic acid derivative featuring a cyclohexyloxymethyl substituent on the phenyl ring. This compound is primarily utilized in Suzuki-Miyaura cross-coupling reactions, where its boronic acid moiety enables efficient formation of carbon-carbon bonds with aryl or vinyl halides. The cyclohexyloxymethyl group enhances solubility in organic solvents, facilitating handling in synthetic applications. Its stability under mild conditions and compatibility with diverse reaction environments make it a valuable intermediate in pharmaceutical and materials science research. The product is typically characterized by high purity and consistent performance, ensuring reliable results in complex synthetic pathways. Proper storage under inert conditions is recommended to maintain its reactivity.
4-(Cyclohexyloxy)methylphenylboronic acid structure
1221823-93-3 structure
Product Name:4-(Cyclohexyloxy)methylphenylboronic acid
CAS No:1221823-93-3
MF:C13H19BO3
MW:234.099164247513
MDL:MFCD16198473
CID:828290
Update Time:2026-04-29

4-(Cyclohexyloxy)methylphenylboronic acid Chemical and Physical Properties

Names and Identifiers

    • (4-((Cyclohexyloxy)methyl)phenyl)boronic acid
    • [4-(cyclohexyloxymethyl)phenyl]boronic acid
    • 4-(Cyclohexyloxy)Methylphenylboronic acid
    • 4-(Cyclohexyloxy)methylphenylboronic acid
    • MDL: MFCD16198473

Computed Properties

  • Exact Mass: 234.14300

Experimental Properties

  • PSA: 49.69000
  • LogP: 1.21570

4-(Cyclohexyloxy)methylphenylboronic acid Pricemore >>

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Additional information on 4-(Cyclohexyloxy)methylphenylboronic acid

Introduction to 4-(Cyclohexyloxy)methylphenylboronic Acid (CAS No: 1221823-93-3)

4-(Cyclohexyloxy)methylphenylboronic acid is a specialized organoboron compound that has garnered significant attention in the field of pharmaceutical chemistry and materials science due to its unique structural and functional properties. This compound, identified by the chemical abstracts service number 1221823-93-3, features a boronic acid moiety linked to a phenyl ring, which is further substituted with a cyclohexyloxymethyl group. The presence of these functional groups imparts distinct reactivity and binding capabilities, making it a valuable intermediate in various synthetic applications.

The boronic acid functionality in 4-(Cyclohexyloxy)methylphenylboronic acid is particularly noteworthy, as boronic acids are widely recognized for their role in Suzuki-Miyaura cross-coupling reactions, a cornerstone of modern organic synthesis. This reaction enables the formation of carbon-carbon bonds between aryl or vinyl boronic acids and halogenated compounds, facilitating the construction of complex molecular architectures. The cyclohexyloxymethyl group serves as a steric and electronic modifier, influencing the reactivity and selectivity of the boronic acid moiety. This balance between reactivity and steric hindrance makes 4-(Cyclohexyloxy)methylphenylboronic acid an ideal candidate for applications in drug discovery and material science.

In recent years, there has been a surge in research focused on the development of novel boronic acid derivatives for therapeutic applications. The ability of boronic acids to form reversible covalent bonds with biological molecules has opened up new avenues in medicinal chemistry. For instance, 4-(Cyclohexyloxy)methylphenylboronic acid has been explored as a potential intermediate in the synthesis of boron-containing drugs that exhibit anti-cancer and anti-inflammatory properties. The cyclohexyloxymethyl group not only enhances the solubility of the compound but also modulates its interaction with biological targets, thereby improving its pharmacological profile.

One of the most compelling aspects of 4-(Cyclohexyloxy)methylphenylboronic acid is its versatility in synthetic chemistry. Beyond its utility in Suzuki-Miyaura cross-coupling reactions, this compound can also be employed in other transformations, such as hydroboration reactions and oxidation processes. The phenyl ring provides a platform for further functionalization, allowing chemists to tailor the molecule for specific applications. This flexibility has made 4-(Cyclohexyloxy)methylphenylboronic acid a preferred choice for researchers working on the synthesis of fine chemicals and advanced materials.

The pharmaceutical industry has been particularly keen on exploring boronic acid derivatives due to their potential as drug candidates. Boron-containing compounds have shown promise in treating various diseases, including cancer and infectious disorders. The unique chemical properties of 4-(Cyclohexyloxy)methylphenylboronic acid, such as its ability to form stable complexes with metal ions and its compatibility with biocatalytic systems, have made it a subject of intense study. Researchers are investigating its role in developing new therapeutic agents that leverage the benefits of organoboron chemistry.

Advances in computational chemistry have further enhanced the understanding of 4-(Cyclohexyloxy)methylphenylboronic acid's reactivity and mechanism of action. Molecular modeling studies have revealed insights into how this compound interacts with biological targets, providing a foundation for rational drug design. These computational approaches are complemented by experimental investigations, which aim to validate theoretical predictions and optimize synthetic routes. The integration of computational and experimental methods has accelerated the development of novel boronic acid-based drugs.

The environmental impact of chemical processes has also driven innovation in the synthesis of 4-(Cyclohexyloxy)methylphenylboronic acid. Green chemistry principles emphasize the use of sustainable methodologies that minimize waste and reduce energy consumption. Researchers are exploring catalytic systems that enhance efficiency while maintaining high yields. Additionally, efforts are underway to develop biodegradable versions of this compound that can be safely incorporated into industrial processes without adverse environmental effects.

The future prospects for 4-(Cyclohexyloxy)methylphenylboronic acid are promising, with ongoing research uncovering new applications across multiple disciplines. As our understanding of organoboron chemistry evolves, so too will the ways in which this compound is utilized. Whether in pharmaceuticals, materials science, or industrial chemistry, 4-(Cyclohexyloxy)methylphenylboronic acid (CAS No: 1221823-93-3) is poised to remain a cornerstone of innovation.

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