Cas no 1408168-77-3 (Potassium (2-acetoxyethyl)trifluoroborate)

Potassium (2-acetoxyethyl)trifluoroborate is an organoboron reagent commonly used in Suzuki-Miyaura cross-coupling reactions. Its key advantages include enhanced stability compared to boronic acids, reducing issues such as protodeboronation and oxidation. The acetoxyethyl group improves solubility in organic solvents, facilitating handling and reaction efficiency. This compound is particularly valuable in pharmaceutical and agrochemical synthesis, where mild reaction conditions and high functional group tolerance are required. The potassium trifluoroborate moiety ensures reliable reactivity while maintaining compatibility with a wide range of substrates. Its crystalline solid form allows for precise weighing and storage stability under ambient conditions.
Potassium (2-acetoxyethyl)trifluoroborate structure
1408168-77-3 structure
Product Name:Potassium (2-acetoxyethyl)trifluoroborate
CAS No:1408168-77-3
MF:C4H7BF3KO2
MW:194.00169301033
MDL:MFCD22684703
CID:1308058
Update Time:2025-05-21

Potassium (2-acetoxyethyl)trifluoroborate Chemical and Physical Properties

Names and Identifiers

    • Potassium (2-acetoxyethyl)(trifluoro)borate(1-)
    • Potassium (2-acetoxyethyl)trifluoroborate
    • AMY1141
    • ZB0266
    • potassium;2-acetyloxyethyl(trifluoro)boranuide
    • MDL: MFCD22684703
    • Inchi: 1S/C4H7BF3O2.K/c1-4(9)10-3-2-5(6,7)8;/h2-3H2,1H3;/q-1;+1
    • InChI Key: BWXOSUAJRCOQMR-UHFFFAOYSA-N
    • SMILES: [K+].F[B-](CCOC(C)=O)(F)F

Computed Properties

  • Exact Mass: 194.0128256 g/mol
  • Monoisotopic Mass: 194.0128256 g/mol
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 0
  • Hydrogen Bond Acceptor Count: 6
  • Heavy Atom Count: 11
  • Rotatable Bond Count: 3
  • Complexity: 127
  • Covalently-Bonded Unit Count: 2
  • Defined Atom Stereocenter Count: 0
  • Undefined Atom Stereocenter Count : 0
  • Defined Bond Stereocenter Count: 0
  • Undefined Bond Stereocenter Count: 0
  • Topological Polar Surface Area: 26.3
  • Molecular Weight: 194.00

Potassium (2-acetoxyethyl)trifluoroborate Pricemore >>

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Additional information on Potassium (2-acetoxyethyl)trifluoroborate

Comprehensive Overview of Potassium (2-acetoxyethyl)trifluoroborate (CAS No. 1408168-77-3)

Potassium (2-acetoxyethyl)trifluoroborate (CAS No. 1408168-77-3) is a highly versatile organoboron compound widely utilized in modern synthetic chemistry. This compound belongs to the family of trifluoroborate salts, which are renowned for their stability, solubility, and reactivity in cross-coupling reactions. The presence of the acetoxyethyl group enhances its applicability in diverse chemical transformations, making it a valuable reagent for pharmaceutical and material science research.

In recent years, the demand for Potassium (2-acetoxyethyl)trifluoroborate has surged due to its role in Suzuki-Miyaura coupling, a pivotal reaction in the synthesis of biaryl compounds. Researchers and chemists frequently search for "trifluoroborate reagents" or "boronic acid derivatives" to explore alternatives to traditional boronic acids. This compound’s stability under aerobic conditions and compatibility with aqueous environments make it a preferred choice for green chemistry applications, aligning with the growing emphasis on sustainable practices.

The unique structure of Potassium (2-acetoxyethyl)trifluoroborate also enables its use in peptide modification and bioconjugation. Its acetoxy functional group allows for selective transformations, which are critical in drug discovery and bioimaging. As the pharmaceutical industry shifts toward targeted drug delivery, this compound’s ability to serve as a linker or protecting group has garnered significant attention. Searches for "organoboron compounds in medicine" or "biocompatible reagents" often highlight its potential.

From a technical perspective, Potassium (2-acetoxyethyl)trifluoroborate exhibits excellent solubility in polar solvents such as DMSO and methanol, facilitating its integration into high-throughput screening workflows. Its stability profile reduces the need for stringent handling conditions, addressing common concerns about reagent degradation or storage challenges. These attributes are frequently discussed in forums and publications focusing on laboratory efficiency and reproducible synthesis.

In material science, this compound contributes to the development of organic electronic materials and polymers. Its trifluoroborate moiety can participate in click chemistry reactions, enabling the construction of complex molecular architectures. Queries like "organoboron compounds in OLEDs" or "conductive polymers" reflect the interdisciplinary interest in its applications. The compound’s compatibility with photocatalysis further expands its utility in cutting-edge research areas.

Quality control and analytical characterization of Potassium (2-acetoxyethyl)trifluoroborate are critical for ensuring reproducibility. Techniques such as NMR spectroscopy, HPLC, and mass spectrometry are commonly employed to verify purity and structural integrity. Researchers often seek "analytical methods for boron compounds" or "QC protocols for trifluoroborates" to optimize their workflows, underscoring the need for standardized procedures.

In summary, Potassium (2-acetoxyethyl)trifluoroborate (CAS No. 1408168-77-3) is a multifaceted reagent with broad applications in synthetic chemistry, pharmaceuticals, and materials science. Its stability, reactivity, and compatibility with sustainable practices position it as a cornerstone in modern research. As interest in organoboron chemistry and green synthesis continues to grow, this compound will remain a focal point for innovation and discovery.

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