Cas no 459409-74-6 (4,4,5,5-tetramethyl-2-(5-phenylthiophen-2-yl)-1,3,2-dioxaborolane)

4,4,5,5-Tetramethyl-2-(5-phenylthiophen-2-yl)-1,3,2-dioxaborolane is a high-purity boronic ester derivative commonly employed in Suzuki-Miyaura cross-coupling reactions. Its stable dioxaborolane framework ensures excellent shelf life and handling stability under ambient conditions. The phenylthiophene moiety enhances reactivity in palladium-catalyzed transformations, making it a valuable intermediate for constructing conjugated systems in pharmaceuticals, OLED materials, and organic electronics. The tetramethyl substitution on the borolane ring further improves solubility in common organic solvents, facilitating straightforward reaction workup. This compound is particularly useful in synthesizing complex biaryl structures with high selectivity and yield, demonstrating consistent performance in both academic and industrial applications.
4,4,5,5-tetramethyl-2-(5-phenylthiophen-2-yl)-1,3,2-dioxaborolane structure
459409-74-6 structure
Product Name:4,4,5,5-tetramethyl-2-(5-phenylthiophen-2-yl)-1,3,2-dioxaborolane
CAS No:459409-74-6
MF:C16H19BO2S
MW:286.196863412857
MDL:MFCD08063141
CID:1080231
PubChem ID:45786345
Update Time:2025-05-19

4,4,5,5-tetramethyl-2-(5-phenylthiophen-2-yl)-1,3,2-dioxaborolane Chemical and Physical Properties

Names and Identifiers

    • 5-Phenylthiophene-2-boronic acid pinacol ester
    • 2-PHENYLTHIOPHENE-5-BORONIC ACID PINACOL ESTER
    • 4,4,5,5-Tetramethyl-2-(5-phenylthiophen-2-yl)-1,3,2-dioxaborolane
    • 4,4,5,5-Tetramethyl-2-(5-phenylthiophene-2-yl)-1,3,2-dioxaborolane
    • MFCD08063141
    • 4,4,5,5-Tetramethyl-2-(5-phenyl-2-thienyl)-1,3,2-dioxaborolane
    • DTXSID40671334
    • 5-Phenyl-2-thienylboronic acid, pinacol ester
    • s10218
    • SCHEMBL6225264
    • CS-0061107
    • EN300-7412235
    • SY225979
    • C16H19BO2S
    • (5-PHENYLTHIOPHEN-2-YL)BORONIC ACID PINACOL ESTER
    • AS-19601
    • AKOS015943403
    • 459409-74-6
    • 4,4,5,5-tetramethyl-2-(5-phenylthiophen-2-yl)-1,3,2-dioxaborolane
    • MDL： MFCD08063141
    • Inchi： 1S/C16H19BO2S/c1-15(2)16(3,4)19-17(18-15)14-11-10-13(20-14)12-8-6-5-7-9-12/h5-11H,1-4H3
    • InChI Key： BOTJOCNWKJVWRR-UHFFFAOYSA-N
    • SMILES： S1C(C2C=CC=CC=2)=CC=C1B1OC(C)(C)C(C)(C)O1

Computed Properties

  • Exact Mass: 286.1198812g/mol
  • Monoisotopic Mass: 286.1198812g/mol
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 0
  • Hydrogen Bond Acceptor Count: 2
  • Heavy Atom Count: 20
  • Rotatable Bond Count: 2
  • Complexity: 336
  • 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: 46.7?2

4,4,5,5-tetramethyl-2-(5-phenylthiophen-2-yl)-1,3,2-dioxaborolane Security Information

4,4,5,5-tetramethyl-2-(5-phenylthiophen-2-yl)-1,3,2-dioxaborolane Pricemore >>

Related Categories No. Product Name Cas No. Purity Specification Price update time Inquiry
Alichem
A169004002-1g
4,4,5,5-Tetramethyl-2-(5-phenylthiophen-2-yl)-1,3,2-dioxaborolane
 459409-74-6 95%
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SHANG HAI JI ZHI SHENG HUA Technology Co., Ltd.
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SHANG HAI JI ZHI SHENG HUA Technology Co., Ltd.
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SHANG HAI JI ZHI SHENG HUA Technology Co., Ltd.
T15260-1g
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4,4,5,5-tetramethyl-2-(5-phenylthiophen-2-yl)-1,3,2-dioxaborolane Related Literature

Additional information on 4,4,5,5-tetramethyl-2-(5-phenylthiophen-2-yl)-1,3,2-dioxaborolane

Comprehensive Overview of 4,4,5,5-Tetramethyl-2-(5-phenylthiophen-2-yl)-1,3,2-dioxaborolane (CAS No. 459409-74-6)

4,4,5,5-Tetramethyl-2-(5-phenylthiophen-2-yl)-1,3,2-dioxaborolane (CAS No. 459409-74-6) is a highly versatile boronic ester compound widely used in organic synthesis, particularly in Suzuki-Miyaura cross-coupling reactions. This compound belongs to the class of dioxaborolane derivatives, which are pivotal in modern pharmaceutical and materials science research. Its unique structure, featuring a phenylthiophene moiety, makes it a valuable intermediate for constructing complex organic frameworks.

The growing interest in 4,4,5,5-tetramethyl-2-(5-phenylthiophen-2-yl)-1,3,2-dioxaborolane stems from its applications in drug discovery and OLED materials. Researchers are increasingly exploring its potential in designing small-molecule inhibitors and fluorescent probes, aligning with trends in personalized medicine and diagnostic technologies. Its CAS number 459409-74-6 is frequently searched in academic databases, reflecting its relevance in cutting-edge chemistry.

One of the key advantages of this compound is its stability under ambient conditions, which simplifies handling compared to other boron-containing reagents. This property is critical for industrial-scale applications, where reproducibility and safety are paramount. Recent studies highlight its role in synthesizing π-conjugated systems, a hot topic in organic electronics and solar cell research.

From an SEO perspective, queries like "synthesis of 4,4,5,5-tetramethyl-2-(5-phenylthiophen-2-yl)-1,3,2-dioxaborolane" or "CAS 459409-74-6 supplier" rank highly, indicating strong commercial and academic demand. The compound’s compatibility with microwave-assisted chemistry also resonates with green chemistry enthusiasts seeking energy-efficient protocols.

In conclusion, 4,4,5,5-tetramethyl-2-(5-phenylthiophen-2-yl)-1,3,2-dioxaborolane exemplifies the intersection of synthetic utility and technological innovation. Its CAS No. 459409-74-6 serves as a gateway to advanced research in catalysis and functional materials, making it indispensable for chemists worldwide.

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