Cas no 1627722-65-9 (2-tert-butyl-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)pyridine)

2-tert-butyl-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)pyridine is a boronic ester derivative featuring a pyridine core with a tert-butyl substituent at the 2-position and a pinacol boronate group at the 4-position. This compound is widely utilized in Suzuki-Miyaura cross-coupling reactions due to its stability and reactivity, enabling efficient C-C bond formation in synthetic organic chemistry. The tert-butyl group enhances steric hindrance, improving selectivity in coupling reactions, while the pinacol boronate moiety ensures compatibility with a broad range of substrates. Its crystalline solid form and air stability facilitate handling and storage, making it a practical intermediate in pharmaceutical and materials science applications.
2-tert-butyl-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)pyridine structure
1627722-65-9 structure
Product Name:2-tert-butyl-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)pyridine
CAS No:1627722-65-9
MF:C15H24BNO2
MW:261.16756439209
MDL:MFCD11223280
CID:3162686
PubChem ID:45785985
Update Time:2025-05-19

2-tert-butyl-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)pyridine Chemical and Physical Properties

Names and Identifiers

    • 2-(tert-Butyl)-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)pyridine
    • 2-tert-butyl-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)pyridine
    • NSVUJKCTIFASAY-UHFFFAOYSA-N
    • FCH2837295
    • MB09522
    • AK174150
    • 2-(TERT-BUTYL)PYRIDINE-4-BORONIC ACID PINACOL ESTER
    • (2-(TERT-BUTYL)PYRIDIN-4-YL)BORONIC ACID PINACOL ESTER
    • Pyridine, 2-(1,1-dimethylethyl)-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-
    • 1627722-65-9
    • AS-55249
    • CQC72265
    • CS-W000634
    • AKOS015947386
    • F50836
    • C15H24BNO2
    • SCHEMBL16008825
    • MFCD11223280
    • DB-104818
    • MDL: MFCD11223280
    • Inchi: 1S/C15H24BNO2/c1-13(2,3)12-10-11(8-9-17-12)16-18-14(4,5)15(6,7)19-16/h8-10H,1-7H3
    • InChI Key: NSVUJKCTIFASAY-UHFFFAOYSA-N
    • SMILES: O1B(C2C=CN=C(C=2)C(C)(C)C)OC(C)(C)C1(C)C

Computed Properties

  • Exact Mass: 261.1900092g/mol
  • Monoisotopic Mass: 261.1900092g/mol
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 0
  • Hydrogen Bond Acceptor Count: 3
  • Heavy Atom Count: 19
  • Rotatable Bond Count: 2
  • Complexity: 320
  • Covalently-Bonded Unit Count: 1
  • Defined Atom Stereocenter Count: 0
  • Undefined Atom Stereocenter Count : 0
  • Defined Bond Stereocenter Count: 0
  • Undefined Bond Stereocenter Count: 0
  • Topological Polar Surface Area: 31.4

2-tert-butyl-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)pyridine Pricemore >>

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Additional information on 2-tert-butyl-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)pyridine

Comprehensive Guide to 2-tert-butyl-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)pyridine (CAS No. 1627722-65-9)

2-tert-butyl-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)pyridine is a specialized boron-containing compound that has gained significant attention in the fields of organic synthesis, pharmaceutical research, and material science. With its unique molecular structure, this compound serves as a versatile building block for various chemical reactions, particularly in Suzuki-Miyaura cross-coupling reactions, which are pivotal in modern drug discovery and development.

The CAS number 1627722-65-9 uniquely identifies this compound, ensuring precise referencing in scientific literature and commercial transactions. The presence of the dioxaborolane group in its structure enhances its reactivity, making it a valuable intermediate for synthesizing complex molecules. Researchers and industries are increasingly exploring its potential due to the growing demand for boronic acid derivatives in medicinal chemistry and agrochemical applications.

One of the key reasons for the rising interest in 2-tert-butyl-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)pyridine is its role in drug discovery. The compound's ability to participate in palladium-catalyzed cross-coupling reactions makes it indispensable for creating biaryl structures, which are common in many FDA-approved drugs. Additionally, its stability under various conditions allows for easy handling and storage, further enhancing its appeal to researchers.

Beyond pharmaceuticals, this compound is also making waves in material science. Its incorporation into organic electronic materials has shown promise in improving the performance of OLEDs and solar cells. The pyridine moiety, combined with the boron center, offers unique electronic properties that can be fine-tuned for specific applications, aligning with the global push toward sustainable energy solutions.

From a commercial perspective, the market for 2-tert-butyl-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)pyridine is expanding, driven by advancements in catalysis and green chemistry. Companies specializing in fine chemicals are investing in scalable synthesis methods to meet the growing demand from academic and industrial researchers. This trend is further supported by the increasing number of patents and scientific publications highlighting its utility.

For those looking to source CAS 1627722-65-9, it is essential to partner with reputable suppliers who adhere to stringent quality control standards. The compound's purity and stability are critical for achieving consistent results in experimental settings. Many suppliers now offer detailed technical data sheets and analytical certificates to ensure transparency and reliability.

In summary, 2-tert-butyl-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)pyridine is a multifaceted compound with broad applications in drug development, material science, and industrial chemistry. Its unique properties and growing commercial availability make it a valuable asset for researchers and manufacturers alike. As the scientific community continues to explore its potential, this compound is poised to play an even more significant role in shaping the future of chemical innovation.

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