Cas no 1333344-88-9 (2-Isopropoxymethyl)phenylboronic acid)

2-(Isopropoxymethyl)phenylboronic acid is a boronic acid derivative commonly utilized in Suzuki-Miyaura cross-coupling reactions, a key method for forming carbon-carbon bonds in organic synthesis. The isopropoxymethyl substituent enhances solubility and stability, making it advantageous for use in various reaction conditions. This compound is particularly valuable in pharmaceutical and agrochemical research, where precise functionalization of aromatic systems is required. Its compatibility with diverse substrates and mild reaction conditions further underscores its utility in complex molecular constructions. Proper handling under inert conditions is recommended to preserve its reactivity. The product is typically characterized by NMR and HPLC for purity verification.
2-Isopropoxymethyl)phenylboronic acid structure
1333344-88-9 structure
Product Name:2-Isopropoxymethyl)phenylboronic acid
CAS No:1333344-88-9
MF:C10H15BO3
MW:194.035303354263
MDL:MFCD14687291
CID:4674968
Update Time:2025-10-28

2-Isopropoxymethyl)phenylboronic acid Chemical and Physical Properties

Names and Identifiers

    • 2-(isopropoxymethyl)phenylboronic acid
    • AM86521
    • 2-Isopropoxymethyl)phenylboronic acid
    • MDL: MFCD14687291
    • Inchi: 1S/C10H15BO3/c1-8(2)14-7-9-5-3-4-6-10(9)11(12)13/h3-6,8,12-13H,7H2,1-2H3
    • InChI Key: GSILTNJCMPDLSZ-UHFFFAOYSA-N
    • SMILES: O(CC1C=CC=CC=1B(O)O)C(C)C

Computed Properties

  • Hydrogen Bond Donor Count: 2
  • Hydrogen Bond Acceptor Count: 3
  • Heavy Atom Count: 14
  • Rotatable Bond Count: 4
  • Complexity: 161
  • Topological Polar Surface Area: 49.7

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Additional information on 2-Isopropoxymethyl)phenylboronic acid

Comprehensive Overview of 2-Isopropoxymethyl)phenylboronic acid (CAS No. 1333344-88-9)

2-Isopropoxymethyl)phenylboronic acid (CAS No. 1333344-88-9) is a specialized boronic acid derivative that has gained significant attention in modern organic synthesis and pharmaceutical research. This compound, characterized by its unique isopropoxymethyl functional group, serves as a versatile intermediate in the development of advanced materials, catalysts, and bioactive molecules. Its molecular structure combines the reactivity of a phenylboronic acid moiety with the steric and electronic effects of the isopropoxymethyl substituent, making it a valuable tool for chemists.

The growing interest in 2-Isopropoxymethyl)phenylboronic acid is driven by its applications in Suzuki-Miyaura cross-coupling reactions, a widely used method for forming carbon-carbon bonds. Researchers and industries are increasingly exploring this compound for its efficiency in constructing complex molecular architectures, particularly in the synthesis of pharmaceutical intermediates and agrochemicals. Its stability under various reaction conditions and compatibility with diverse substrates make it a preferred choice for modern synthetic methodologies.

One of the key advantages of 2-Isopropoxymethyl)phenylboronic acid is its role in drug discovery and medicinal chemistry. With the rising demand for novel therapeutics, this compound has been utilized in the development of enzyme inhibitors and receptor modulators. Its ability to participate in bioconjugation and click chemistry further enhances its utility in designing targeted drug delivery systems. Recent studies have highlighted its potential in addressing challenges related to drug solubility and bioavailability, which are critical factors in pharmaceutical formulations.

In addition to its pharmaceutical applications, 2-Isopropoxymethyl)phenylboronic acid is also employed in the field of material science. Its incorporation into polymeric matrices and nanomaterials has shown promise in creating functional materials with tailored properties. For instance, researchers are investigating its use in sensors and catalysts for environmental monitoring and green chemistry initiatives. The compound's ability to form stable complexes with diols and other functional groups makes it suitable for designing molecular recognition systems.

The market for 2-Isopropoxymethyl)phenylboronic acid is expanding, driven by advancements in organic synthesis and the increasing adoption of boron-based compounds in industrial applications. Suppliers and manufacturers are focusing on improving the purity and scalability of this compound to meet the demands of academic and industrial researchers. Quality control measures, such as HPLC analysis and spectroscopic characterization, are essential to ensure its performance in critical applications.

For researchers seeking reliable sources of 2-Isopropoxymethyl)phenylboronic acid, it is important to consider factors such as synthetic route optimization, storage conditions, and handling protocols. Proper storage under inert atmospheres and protection from moisture can significantly extend the shelf life of this compound. Additionally, collaborations between synthetic chemists and material scientists are expected to unlock new possibilities for its use in emerging technologies.

In conclusion, 2-Isopropoxymethyl)phenylboronic acid (CAS No. 1333344-88-9) represents a cutting-edge chemical building block with broad applications in pharmaceuticals, materials science, and catalysis. Its unique structural features and reactivity profile position it as a key player in the development of next-generation functional materials and therapeutic agents. As research continues to uncover its potential, this compound is poised to play an increasingly important role in addressing global challenges in health and sustainability.

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