Cas no 760989-91-1 (4-4-(Tetramethyl-1,3,2-dioxaborolan-2-yl)phenylphenol)

4-(4-(Tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl)phenol is a boronic ester derivative featuring a phenol functional group, making it a versatile intermediate in organic synthesis and cross-coupling reactions. Its tetramethyl-1,3,2-dioxaborolane moiety enhances stability and handling under ambient conditions, reducing susceptibility to hydrolysis compared to free boronic acids. The phenolic group provides additional reactivity for further functionalization, enabling applications in pharmaceuticals, agrochemicals, and advanced material synthesis. This compound is particularly useful in Suzuki-Miyaura couplings, where its robust boronate structure ensures efficient transmetalation. Its balanced reactivity and stability make it a preferred choice for constructing complex aromatic systems in research and industrial settings.
4-4-(Tetramethyl-1,3,2-dioxaborolan-2-yl)phenylphenol structure
760989-91-1 structure
Product Name:4-4-(Tetramethyl-1,3,2-dioxaborolan-2-yl)phenylphenol
CAS No:760989-91-1
MF:C18H21BO3
MW:296.168545484543
MDL:MFCD22414472
CID:1777632
PubChem ID:253661944
Update Time:2025-11-02

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

Names and Identifiers

    • [1,1'-Biphenyl]-4-ol, 4'-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-
    • 4'-(4,4,5,5-TETRAMETHYL-1,3,2-DIOXABOROLAN-2-YL)BIPHENYL-4-OL
    • (4'-Hydroxybiphenyl-4-yl)boronic Acid Pinacol Ester
    • 2-(4'-Hydroxybiphenyl-4-yl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane
    • 4-[4-(tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl]phenol
    • 4'-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)-[1,1'-biphenyl]-4-ol
    • AMTB868
    • BFQSVDDJLRMXOO-UHFFFAOYSA-N
    • 4'-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1,1'-biphenyl-4-ol
    • 4-Hydroxy-[1,1''-biphenyl]-4''-boronic Acid Pinacol Ester
    • T3031
    • SCHEMBL4813824
    • MFCD22414472
    • DB-152573
    • AS-2918
    • 760989-91-1
    • CS-0174592
    • 4-[4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl]phenol
    • AKOS022193522
    • 4'-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)biphenyl-4-ol, >/=98%
    • T72916
    • 4-4-(Tetramethyl-1,3,2-dioxaborolan-2-yl)phenylphenol
    • MDL: MFCD22414472
    • Inchi: 1S/C18H21BO3/c1-17(2)18(3,4)22-19(21-17)15-9-5-13(6-10-15)14-7-11-16(20)12-8-14/h5-12,20H,1-4H3
    • InChI Key: BFQSVDDJLRMXOO-UHFFFAOYSA-N
    • SMILES: O1B(C2C=CC(C3C=CC(=CC=3)O)=CC=2)OC(C)(C)C1(C)C

Computed Properties

  • Exact Mass: 296.15800
  • Monoisotopic Mass: 296.1583747g/mol
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 1
  • Hydrogen Bond Acceptor Count: 3
  • Heavy Atom Count: 22
  • Rotatable Bond Count: 2
  • Complexity: 364
  • 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: 38.7

Experimental Properties

  • Melting Point: 147.0 to 152.0 deg-C
  • PSA: 38.69000
  • LogP: 3.35840

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

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

Related Categories No. Product Name Cas No. Purity Specification Price update time Inquiry
SHANG HAI MAI KE LIN SHENG HUA Technology Co., Ltd.
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4'-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)biphenyl-4-ol
760989-91-1 ≥98%
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4-[4-(Tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl]phenol
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TI XI AI ( SHANG HAI ) HUA CHENG GONG YE FA ZHAN Co., Ltd.
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TI XI AI ( SHANG HAI ) HUA CHENG GONG YE FA ZHAN Co., Ltd.
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4'-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)biphenyl-4-ol
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AK Scientific
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Additional information on 4-4-(Tetramethyl-1,3,2-dioxaborolan-2-yl)phenylphenol

4-(4-(Tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl)phenol: A Versatile Boronic Ester Compound for Advanced Applications

4-(4-(Tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl)phenol (CAS No. 760989-91-1) is a highly specialized boronic ester derivative that has gained significant attention in modern organic synthesis and materials science. This compound, featuring a unique combination of phenolic and dioxaborolane functional groups, serves as a crucial building block for various advanced applications. Its molecular structure, characterized by the tetramethyl-1,3,2-dioxaborolane moiety, offers exceptional stability and reactivity, making it particularly valuable in Suzuki-Miyaura cross-coupling reactions - one of the most widely used methods in pharmaceutical and materials research.

The growing interest in 4-(4-(Tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl)phenol stems from its remarkable versatility in organic electronics and polymer chemistry. Researchers are particularly excited about its potential in developing next-generation OLED materials, where boronic esters play a pivotal role in creating efficient light-emitting layers. Recent studies have shown that derivatives of this compound can significantly improve device performance in terms of luminescence efficiency and thermal stability, addressing key challenges in display technology.

In the pharmaceutical sector, CAS 760989-91-1 has emerged as a valuable intermediate for drug discovery programs. The boronic acid/ester functionality present in this molecule enables the formation of stable complexes with biological targets, particularly in the development of protease inhibitors and enzyme modulators. Its phenolic group further enhances its utility by allowing additional functionalization, making it a preferred choice for medicinal chemists working on targeted therapies.

The synthesis and handling of 4-(4-(Tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl)phenol require specialized knowledge due to its moisture-sensitive nature. Proper storage conditions, typically under inert atmosphere and low temperatures, are essential to maintain its chemical integrity. This characteristic has led to innovative packaging solutions in the chemical supply chain, with many suppliers now offering sealed ampoules or nitrogen-flushed containers to ensure product quality.

From an environmental perspective, researchers are exploring green chemistry approaches for utilizing 760989-91-1 in sustainable applications. The compound's ability to participate in atom-economical reactions aligns well with the growing demand for eco-friendly synthesis methods. Recent breakthroughs have demonstrated its effectiveness in catalytic systems that minimize waste generation, contributing to the development of more sustainable chemical processes.

The market for tetramethyl-1,3,2-dioxaborolane derivatives like 4-(4-(Tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl)phenol has seen steady growth, driven by increasing demand from the electronics and pharmaceutical industries. Analytical techniques such as HPLC, NMR, and mass spectrometry are routinely employed to verify the purity and structural integrity of this compound, with most commercial samples achieving >98% purity to meet rigorous research standards.

Future research directions for CAS 760989-91-1 include exploring its potential in energy storage applications, particularly in the development of advanced battery materials. The compound's unique electronic properties make it a candidate for redox-active materials in next-generation energy storage systems. Additionally, its application in supramolecular chemistry is being investigated for creating novel self-assembling systems with tailored properties.

For researchers working with 4-(4-(Tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl)phenol, understanding its structure-activity relationships is crucial for optimizing its performance in various applications. The compound's molecular geometry and electronic distribution can be fine-tuned through strategic modifications, opening possibilities for customized derivatives with enhanced properties. This adaptability positions it as a key player in the ongoing advancement of functional materials and specialty chemicals.

Quality control measures for 760989-91-1 have become increasingly sophisticated, with many suppliers now providing comprehensive analytical certificates that detail impurity profiles and batch-to-batch consistency. This level of documentation is particularly important for applications in regulated industries where material consistency is paramount. The compound's shelf life and stability data are also critical considerations for end users planning long-term research projects.

The scientific community continues to discover new applications for 4-(4-(Tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl)phenol, with recent publications highlighting its use in advanced coatings and adhesive formulations. Its ability to form strong interfacial bonds makes it valuable in creating durable composite materials. As research progresses, we anticipate seeing more innovative uses for this versatile compound across multiple scientific disciplines.

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