Cas no 741699-47-8 (2-4-(Tetramethyl-1,3,2-dioxaborolan-2-yl)phenoxyethan-1-ol)

2-4-(Tetramethyl-1,3,2-dioxaborolan-2-yl)phenoxyethan-1-ol is a boronic ester derivative featuring a phenoxyethanol backbone, commonly employed as an intermediate in organic synthesis and pharmaceutical applications. Its key advantages include enhanced stability under ambient conditions due to the tetramethyl dioxaborolane moiety, which minimizes hydrolysis compared to free boronic acids. The compound’s hydroxyl-functionalized side chain provides versatility for further derivatization, making it useful in cross-coupling reactions, such as Suzuki-Miyaura couplings. Its well-defined structure and compatibility with a range of solvents ensure consistent reactivity, while the protected boronate group facilitates controlled release in target transformations. This compound is particularly valuable in medicinal chemistry and materials science for constructing complex molecular architectures.
2-4-(Tetramethyl-1,3,2-dioxaborolan-2-yl)phenoxyethan-1-ol structure
741699-47-8 structure
Product Name:2-4-(Tetramethyl-1,3,2-dioxaborolan-2-yl)phenoxyethan-1-ol
CAS No:741699-47-8
MF:C14H21BO4
MW:264.125144720078
MDL:MFCD22414468
CID:1006422
PubChem ID:23134192
Update Time:2025-05-26

2-4-(Tetramethyl-1,3,2-dioxaborolan-2-yl)phenoxyethan-1-ol Chemical and Physical Properties

Names and Identifiers

    • Ethanol, 2-[4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenoxy]-
    • 2-[4-(TETRAMETHYL-1,3,2-DIOXABOROLAN-2-YL)PHENOXY]ETHAN-1-OL
    • 2-[4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenoxy]ethanol
    • (4-(2-HYDROXYETHOXY)PHENYL)BORONIC ACID PINACOL ESTER
    • 2-[4-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)phenoxy]-ethanol
    • AMTB227
    • SYFCCAMEIIUWCU-UHFFFAOYSA-N
    • OR310488
    • Ethanol, 2-[4-(4,4,5,5-tetramethyl-1,3,2-dioxaboro
    • 2-[4-(4,4,5,5-Tetramethyl-[1,3,2]dioxaborolan-2-y
    • AKOS022168302
    • s10026
    • Z1476810413
    • AS-2860
    • SY245037
    • SCHEMBL578535
    • A915736
    • MFCD22414468
    • 2-(4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenoxy)ethanol
    • 4-(2-Hydroxyethoxy)phenylboronic Acid Pinacol Ester
    • CS-0036749
    • 2-[4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenoxy]ethan-1-ol
    • 2-[4-(4,4,5,5-Tetramethyl-[1,3,2]dioxaborolane-2-yl)phenoxy]-ethanol
    • EN300-7380081
    • 741699-47-8
    • 2-[4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-phenoxy]ethanol
    • 2-(4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenoxy)ethan-1-ol
    • DB-111848
    • 2-4-(Tetramethyl-1,3,2-dioxaborolan-2-yl)phenoxyethan-1-ol
    • MDL: MFCD22414468
    • Inchi: 1S/C14H21BO4/c1-13(2)14(3,4)19-15(18-13)11-5-7-12(8-6-11)17-10-9-16/h5-8,16H,9-10H2,1-4H3
    • InChI Key: SYFCCAMEIIUWCU-UHFFFAOYSA-N
    • SMILES: O1B(C2C=CC(=CC=2)OCCO)OC(C)(C)C1(C)C

Computed Properties

  • Exact Mass: 264.1532893g/mol
  • Monoisotopic Mass: 264.1532893g/mol
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 1
  • Hydrogen Bond Acceptor Count: 4
  • Heavy Atom Count: 19
  • Rotatable Bond Count: 4
  • Complexity: 282
  • 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: 47.9

Experimental Properties

  • Melting Point: 67-70°C

2-4-(Tetramethyl-1,3,2-dioxaborolan-2-yl)phenoxyethan-1-ol Security Information

2-4-(Tetramethyl-1,3,2-dioxaborolan-2-yl)phenoxyethan-1-ol Pricemore >>

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2-4-(Tetramethyl-1,3,2-dioxaborolan-2-yl)phenoxyethan-1-ol Related Literature

Additional information on 2-4-(Tetramethyl-1,3,2-dioxaborolan-2-yl)phenoxyethan-1-ol

Comprehensive Overview of 2-4-(Tetramethyl-1,3,2-dioxaborolan-2-yl)phenoxyethan-1-ol (CAS No. 741699-47-8): Properties, Applications, and Industry Insights

In the realm of organic chemistry and advanced material science, 2-4-(Tetramethyl-1,3,2-dioxaborolan-2-yl)phenoxyethan-1-ol (CAS No. 741699-47-8) has emerged as a compound of significant interest. This boronic ester derivative, characterized by its unique tetramethyl-1,3,2-dioxaborolane moiety, plays a pivotal role in synthetic chemistry, pharmaceutical intermediates, and polymer engineering. Its molecular structure combines a phenoxyethanol backbone with a dioxaborolane group, offering exceptional stability and reactivity for cross-coupling reactions, a feature highly sought after in modern organic synthesis.

The growing demand for boron-containing compounds in medicinal chemistry and materials science has spotlighted CAS No. 741699-47-8. Researchers frequently explore its utility in Suzuki-Miyaura coupling, a cornerstone reaction for constructing biaryl structures in drug discovery. Recent studies highlight its efficiency as a protected boronic acid precursor, addressing challenges like air sensitivity and hydrolysis common in traditional boronic acids. This aligns with the industry's shift toward stable boron reagents, a trending topic in academic forums and patent filings.

From an industrial perspective, 2-4-(Tetramethyl-1,3,2-dioxaborolan-2-yl)phenoxyethan-1-ol is gaining traction in the development of OLED materials and organic semiconductors. Its ability to fine-tune electron transport properties makes it valuable for next-generation flexible electronics, a sector projected to grow exponentially due to wearable technology demands. Environmental considerations also drive innovation, with this compound being explored as a green catalyst in sustainable chemical processes, resonating with the global push for eco-friendly synthesis methods.

Analytical data for CAS No. 741699-47-8 reveals high purity (>98%) and compatibility with anhydrous reaction conditions, making it ideal for sensitive applications. Storage recommendations emphasize inert atmospheres to preserve its hydrolytic stability, a critical detail for laboratory handling. These technical nuances are frequently queried in chemical databases and supplier FAQs, reflecting user concerns about practical usage.

The compound's nomenclature often leads to searches for tetramethyl dioxaborolane derivatives or phenoxyethanol boronates, underscoring the need for clear taxonomic distinctions. Suppliers increasingly list it under specialty boron reagents categories, catering to researchers investigating C-B bond formation strategies. Its synergy with palladium catalysis systems remains a hot topic in peer-reviewed journals, particularly for constructing complex heterocyclic scaffolds prevalent in bioactive molecules.

Emerging applications in bioconjugation chemistry further elevate the relevance of CAS No. 741699-47-8. The hydroxyl group in its structure enables facile derivatization for probe design in diagnostic assays, coinciding with rising investments in precision medicine tools. Such interdisciplinary potential makes it a recurring subject in grant proposals and material science symposia, where researchers discuss its role in bridging synthetic chemistry with functional materials.

Quality control protocols for this compound emphasize HPLC analysis and NMR characterization, addressing purity concerns raised in pharmaceutical GMP contexts. Regulatory databases confirm its non-hazardous status under standard handling conditions, though proper laboratory PPE is advised during manipulation. These safety profiles are meticulously documented in SDS sheets, a frequently downloaded resource among purchasers.

Market intelligence indicates rising procurement of CAS No. 741699-47-8 by contract research organizations and electronic material manufacturers. Its price volatility reflects supply chain dynamics of boron precursors, a keyword cluster with growing search volume in chemical procurement platforms. Patent landscaping shows accelerated filings involving this compound for organic light-emitting diodes (OLEDs) and photovoltaic materials, mirroring the renewable energy sector's technological demands.

In educational contexts, the compound serves as a case study for protective group chemistry and organoboron reactivity, with its tetramethyl-1,3,2-dioxaborolane unit demonstrating steric protection principles. This pedagogical value drives its inclusion in advanced organic synthesis curricula and reaction mechanism tutorials, particularly in modules covering transition metal-catalyzed transformations.

Future research directions may explore its potential in click chemistry applications or as a building block for metal-organic frameworks (MOFs). The compound's balanced lipophilicity also sparks interest in blood-brain barrier penetrance studies for CNS drug development. Such multifaceted applicability ensures CAS No. 741699-47-8 remains at the forefront of structure-activity relationship investigations and molecular design innovations across scientific disciplines.

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