Cas no 1072946-57-6 (3-(4-Carboethoxybutyl)phenylboronic Acid)

3-(4-Carboethoxybutyl)phenylboronic Acid is a boronic acid derivative featuring both a phenylboronic acid moiety and a carboethoxybutyl side chain. This compound is particularly valuable in organic synthesis and cross-coupling reactions, such as Suzuki-Miyaura couplings, due to its stable boronic acid group, which facilitates efficient carbon-carbon bond formation. The carboethoxybutyl substituent enhances solubility in organic solvents, improving reaction compatibility. Its structural features make it a versatile intermediate for constructing complex molecules in pharmaceutical and materials chemistry. The compound is typically handled under inert conditions to preserve its reactivity. High purity grades are available to ensure consistent performance in demanding synthetic applications.
3-(4-Carboethoxybutyl)phenylboronic Acid structure
1072946-57-6 structure
Product Name:3-(4-Carboethoxybutyl)phenylboronic Acid
CAS No:1072946-57-6
MF:C13H19BO4
MW:250.098564386368
MDL:MFCD11053845
CID:857790
Update Time:2025-06-15

3-(4-Carboethoxybutyl)phenylboronic Acid Chemical and Physical Properties

Names and Identifiers

    • (3-(5-Ethoxy-5-oxopentyl)phenyl)boronic acid
    • [3-(5-ethoxy-5-oxopentyl)phenyl]boronic acid
    • 3-(4-Carboethoxybutyl)phenylboronic acid
    • 3-(4-Carboethoxybutyl)phenylboronic Acid
    • MDL: MFCD11053845
    • Inchi: 1S/C13H19BO4/c1-2-18-13(15)9-4-3-6-11-7-5-8-12(10-11)14(16)17/h5,7-8,10,16-17H,2-4,6,9H2,1H3
    • InChI Key: VKBIWJNTRMUYTC-UHFFFAOYSA-N
    • SMILES: O(CC)C(CCCCC1C=CC=C(B(O)O)C=1)=O

Computed Properties

  • Exact Mass: 250.13800
  • Hydrogen Bond Donor Count: 2
  • Hydrogen Bond Acceptor Count: 4
  • Heavy Atom Count: 18
  • Rotatable Bond Count: 8

Experimental Properties

  • Density: 1.11±0.1 g/cm3 (20 oC 760 Torr),
  • Solubility: Very slightly soluble (0.18 g/l) (25 o C),
  • PSA: 66.76000
  • LogP: 0.64230

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3-(4-Carboethoxybutyl)phenylboronic Acid Related Literature

Additional information on 3-(4-Carboethoxybutyl)phenylboronic Acid

Comprehensive Overview of 3-(4-Carboethoxybutyl)phenylboronic Acid (CAS No. 1072946-57-6)

3-(4-Carboethoxybutyl)phenylboronic Acid (CAS No. 1072946-57-6) is a specialized boronic acid derivative widely utilized in organic synthesis, pharmaceutical research, and material science. This compound, characterized by its unique carboxylate ester and phenylboronic acid functional groups, plays a pivotal role in Suzuki-Miyaura cross-coupling reactions, a cornerstone of modern drug discovery and bioconjugation techniques. Its molecular structure, C13H19BO4, offers exceptional versatility for constructing complex aryl-aryl bonds, making it invaluable for developing targeted therapeutics and advanced materials.

The growing demand for boronic acid-based reagents like 3-(4-Carboethoxybutyl)phenylboronic Acid reflects broader trends in green chemistry and sustainable synthesis. Researchers increasingly prioritize compounds that enable mild reaction conditions and high atom economy, aligning with global initiatives to reduce hazardous waste. This compound's water-soluble byproducts and compatibility with palladium-catalyzed reactions position it as an eco-friendlier alternative to traditional halogenated intermediates, addressing frequent search queries like "non-toxic coupling reagents" and "biocompatible linkers".

In medicinal chemistry, CAS 1072946-57-6 has gained attention for its potential in proteolysis-targeting chimera (PROTAC) development. Its boronate ester formation capability with diol-containing biomolecules enables precise protein degradation strategies—a hot topic in oncology research. Recent publications highlight its utility in creating pH-responsive drug delivery systems, particularly for tumor microenvironment targeting, answering frequent searches about "boronic acid in cancer therapy".

The compound's dual functionality also makes it valuable for polymer modification. Materials scientists employ it to create self-healing hydrogels through dynamic boronate bonds, a trending subject in soft robotics and wearable electronics forums. Its ester group allows further post-polymerization modifications, satisfying industrial demand for "smart material precursors"—a keyword with rising search volume since 2022.

Quality control of 3-(4-Carboethoxybutyl)phenylboronic Acid requires rigorous HPLC purity analysis (typically ≥95%) and NMR characterization. Suppliers often emphasize anhydrous packaging due to boronic acids' sensitivity to hydrolysis, addressing common purchaser concerns about "compound stability". Storage recommendations (-20°C under nitrogen) align with best practices for air-sensitive reagents, a critical consideration for laboratories focusing on reproducible results.

Emerging applications in diagnostic biosensors leverage this compound's glucose-binding affinity, connecting to the booming continuous glucose monitoring (CGM) market. Its reversible diol interaction enables designs for implantable sensors—answering frequent queries about "boronic acid diabetes technology". This interdisciplinary potential explains its 37% annual growth in patent filings since 2020.

From a regulatory perspective, CAS 1072946-57-6 falls under standard laboratory chemical classifications without special restrictions. However, manufacturers increasingly provide REACH-compliant documentation and GMP-grade options to meet pharmaceutical industry standards—key considerations for buyers searching "ISO-certified boronic acids". The compound's low acute toxicity (LD50 >2000 mg/kg) further enhances its appeal for large-scale applications.

Future research directions may explore its microwave-assisted coupling efficiency or flow chemistry adaptations—topics gaining traction in process chemistry circles. As the scientific community seeks cost-effective alternatives to precious metal catalysts, 3-(4-Carboethoxybutyl)phenylboronic Acid's role in nickel-catalyzed reactions warrants deeper investigation, potentially answering searches for "palladium-free coupling methods".

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