Cas no 126689-04-1 (4,4,5,5-Tetramethyl-2-(1-methylcyclopropyl)-1,3,2-dioxaborolane)

4,4,5,5-Tetramethyl-2-(1-methylcyclopropyl)-1,3,2-dioxaborolane is a cyclic boronic ester with a sterically hindered structure, offering enhanced stability and selectivity in Suzuki-Miyaura cross-coupling reactions. The tetramethyl substitution on the dioxaborolane ring improves hydrolytic stability, while the 1-methylcyclopropyl group provides steric protection to the boron center, reducing unwanted side reactions. This compound is particularly useful in the synthesis of complex organic molecules, where controlled reactivity is essential. Its crystalline solid form ensures ease of handling and storage. The product is suitable for applications in pharmaceutical and agrochemical research, where precise functionalization of aromatic systems is required.
4,4,5,5-Tetramethyl-2-(1-methylcyclopropyl)-1,3,2-dioxaborolane structure
126689-04-1 structure
Product Name:4,4,5,5-Tetramethyl-2-(1-methylcyclopropyl)-1,3,2-dioxaborolane
CAS No:126689-04-1
MF:C10H19BO2
MW:182.067663431168
MDL:MFCD23381517
CID:1059270
PubChem ID:15148451
Update Time:2025-05-22

4,4,5,5-Tetramethyl-2-(1-methylcyclopropyl)-1,3,2-dioxaborolane Chemical and Physical Properties

Names and Identifiers

    • 4,4,5,5-Tetramethyl-2-(1-methylcyclopropyl)-1,3,2-dioxaborolane
    • 4,4,5,5-Tetramethyl-
    • 4,4,5,5-Tetramethyl-2-(1-methyl-cyclopropyl)-[1,3,2]dioxaborolane
    • SY325052
    • BFA68904
    • CS-0236587
    • 126689-04-1
    • AT22229
    • 1,3,2-Dioxaborolane, 4,4,5,5-tetramethyl-2-(1-methylcyclopropyl)-
    • AS-80148
    • DB-305166
    • MFCD23381517
    • 1-Methyl-cyclopropylboronic acid pinacle ester
    • 1-Methylcyclopropylboronic Acid Pinacol Ester
    • Z1650388916
    • EN300-1719619
    • MDL: MFCD23381517
    • Inchi: 1S/C10H19BO2/c1-8(2)9(3,4)13-11(12-8)10(5)6-7-10/h6-7H2,1-5H3
    • InChI Key: SBMUAPREBINNKY-UHFFFAOYSA-N
    • SMILES: O1B(C2(C)CC2)OC(C)(C)C1(C)C

Computed Properties

  • Exact Mass: 182.1478100g/mol
  • Monoisotopic Mass: 182.1478100g/mol
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 0
  • Hydrogen Bond Acceptor Count: 2
  • Heavy Atom Count: 13
  • Rotatable Bond Count: 1
  • Complexity: 215
  • 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: 18.5?2

4,4,5,5-Tetramethyl-2-(1-methylcyclopropyl)-1,3,2-dioxaborolane Pricemore >>

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Additional information on 4,4,5,5-Tetramethyl-2-(1-methylcyclopropyl)-1,3,2-dioxaborolane

Comprehensive Overview of 4,4,5,5-Tetramethyl-2-(1-methylcyclopropyl)-1,3,2-dioxaborolane (CAS No. 126689-04-1)

4,4,5,5-Tetramethyl-2-(1-methylcyclopropyl)-1,3,2-dioxaborolane (CAS No. 126689-04-1) is a highly specialized boronic ester compound widely utilized in organic synthesis, pharmaceutical research, and material science. Its unique molecular structure, featuring a dioxaborolane core and a methylcyclopropyl substituent, makes it a valuable intermediate for Suzuki-Miyaura cross-coupling reactions, a cornerstone methodology in modern synthetic chemistry. Researchers and industries increasingly seek this compound due to its stability, reactivity, and compatibility with diverse reaction conditions.

The growing demand for 4,4,5,5-Tetramethyl-2-(1-methylcyclopropyl)-1,3,2-dioxaborolane is driven by advancements in drug discovery and agrochemical development. Its role in constructing complex biaryl structures aligns with trends in precision medicine and sustainable agriculture, addressing global challenges such as disease treatment and food security. Additionally, its application in OLED materials and polymeric catalysts highlights its versatility in cutting-edge technologies, resonating with searches for "high-performance boron reagents" and "advanced synthetic intermediates."

From a technical perspective, the compound's CAS No. 126689-04-1 serves as a critical identifier for regulatory compliance and procurement. Its hydrolytic stability and air tolerance distinguish it from conventional boronic acids, making it a preferred choice for large-scale industrial processes. Recent studies also explore its potential in catalysis and ligand design, reflecting the broader scientific interest in boron-containing compounds for energy storage and carbon capture applications.

Environmental and safety considerations further underscore the relevance of 4,4,5,5-Tetramethyl-2-(1-methylcyclopropyl)-1,3,2-dioxaborolane. Unlike volatile or hazardous reagents, this compound exhibits favorable handling properties, aligning with the industry's shift toward green chemistry principles. FAQs such as "How to store boronic esters?" or "Alternatives to toxic coupling reagents" often highlight its advantages, reinforcing its position as a sustainable option for researchers.

In summary, CAS No. 126689-04-1 represents a pivotal tool in modern chemistry, bridging academic innovation and industrial application. Its integration into high-throughput screening and nanomaterial fabrication exemplifies its adaptability to emerging fields, while its cost-effectiveness ensures accessibility for both startups and established enterprises. As the scientific community continues to explore boron chemistry, this compound remains at the forefront of transformative discoveries.

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