Cas no 1143576-84-4 (4,4,5,5-Tetramethyl-2-[4-(10-phenylanthracen-9-yl)phenyl]-1,3,2-dioxaborolane)

4,4,5,5-Tetramethyl-2-[4-(10-phenylanthracen-9-yl)phenyl]-1,3,2-dioxaborolane is a high-purity boronic ester derivative featuring an anthracene core with a phenyl substituent. Its extended π-conjugated system enhances electronic properties, making it valuable in organic electronic applications such as OLEDs and organic photovoltaics. The dioxaborolane group ensures stability under cross-coupling conditions, facilitating its use in Suzuki-Miyaura reactions. The tetramethyl substitution on the borolane ring improves solubility in common organic solvents, aiding in processability. This compound is particularly suited for synthesizing advanced materials requiring precise structural control and efficient charge transport. Its well-defined structure and functional group compatibility make it a reliable intermediate in organic synthesis and materials science.
4,4,5,5-Tetramethyl-2-[4-(10-phenylanthracen-9-yl)phenyl]-1,3,2-dioxaborolane structure
1143576-84-4 structure
Product Name:4,4,5,5-Tetramethyl-2-[4-(10-phenylanthracen-9-yl)phenyl]-1,3,2-dioxaborolane
CAS No:1143576-84-4
MF:C32H29BO2
MW:456.382468938828
MDL:MFCD28975121
CID:2208931
PubChem ID:253660999
Update Time:2025-06-08

4,4,5,5-Tetramethyl-2-[4-(10-phenylanthracen-9-yl)phenyl]-1,3,2-dioxaborolane Chemical and Physical Properties

Names and Identifiers

    • 4-(10-Phenylanthracen-9-yl)phenylboronic Acid Pinacol Ester
    • 4,4,5,5-Tetramethyl-2-[4-(10-phenylanthracen-9-yl)phenyl]-1,3,2-dioxaborolane
    • 9-Phenyl-10-[4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl]anthracene
    • F15569
    • 1143576-84-4
    • MFCD28975121
    • T3276
    • 4,4,5,5-tetramethyl-2-(4-(10-phenylanthracen-9-yl)phenyl)-1,3,2-dioxaborolane
    • HS-3610
    • SCHEMBL1509154
    • SY056059
    • 4,4,5,5-tetramethyl-2-[4-(10-phenyl-9-anthracenyl)phenyl]-1,3 2-dioxaborolane
    • DB-128667
    • 4,4,5,5-Tetramethyl-2-[4-(10-phenyl-9-anthracenyl)phenyl]-1,3,2-dioxaborolane
    • YSZC3682
    • MDL： MFCD28975121
    • Inchi： 1S/C32H29BO2/c1-31(2)32(3,4)35-33(34-31)24-20-18-23(19-21-24)30-27-16-10-8-14-25(27)29(22-12-6-5-7-13-22)26-15-9-11-17-28(26)30/h5-21H,1-4H3
    • InChI Key： MLLYTNZYCPAKPU-UHFFFAOYSA-N
    • SMILES： O1B(C2C=CC(=CC=2)C2=C3C=CC=CC3=C(C3C=CC=CC=3)C3=CC=CC=C23)OC(C)(C)C1(C)C

Computed Properties

  • Exact Mass: 456.2260603g/mol
  • Monoisotopic Mass: 456.2260603g/mol
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 0
  • Hydrogen Bond Acceptor Count: 2
  • Heavy Atom Count: 35
  • Rotatable Bond Count: 3
  • Complexity: 679
  • 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

Experimental Properties

  • Density: 1.17±0.1 g/cm3 (20 oC 760 Torr),

4,4,5,5-Tetramethyl-2-[4-(10-phenylanthracen-9-yl)phenyl]-1,3,2-dioxaborolane Security Information

4,4,5,5-Tetramethyl-2-[4-(10-phenylanthracen-9-yl)phenyl]-1,3,2-dioxaborolane Pricemore >>

Related Categories No. Product Name Cas No. Purity Specification Price update time Inquiry
TI XI AI ( SHANG HAI ) HUA CHENG GONG YE FA ZHAN Co., Ltd.
T3276-1G
4,4,5,5-Tetramethyl-2-[4-(10-phenylanthracen-9-yl)phenyl]-1,3,2-dioxaborolane
 1143576-84-4 >95.0%(T)(HPLC)
1g
 ￥1050.00 2024-04-18
Chemenu
CM205115-1g
4,4,5,5-Tetramethyl-2-[4-(10-phenylanthracen-9-yl)phenyl]-1,3,2-dioxaborolane
 1143576-84-4 95%
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SHANG HAI MAI KE LIN SHENG HUA Technology Co., Ltd.
T868454-200mg
4,4,5,5-Tetramethyl-2-[4-(10-phenylanthracen-9-yl)phenyl]-1,3,2-dioxaborolane
 1143576-84-4 ≥95%
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 ￥906.30 2022-08-31
abcr
AB426266-200 mg
4,4,5,5-Tetramethyl-2-[4-(10-phenyl-9-anthracenyl)phenyl]-1,3,2-dioxaborolane; .
 1143576-84-4
200 mg
 €181.70 2023-07-18
abcr
AB426266-1 g
4,4,5,5-Tetramethyl-2-[4-(10-phenyl-9-anthracenyl)phenyl]-1,3,2-dioxaborolane; .
 1143576-84-4
1 g
 €577.70 2023-07-18
Ambeed
A568755-1g
4,4,5,5-Tetramethyl-2-[4-(10-phenylanthracen-9-yl)phenyl]-1,3,2-dioxaborolane
 1143576-84-4 95%
1g
 $305.0 2024-04-26
Chemenu
CM205115-1g
4,4,5,5-Tetramethyl-2-[4-(10-phenylanthracen-9-yl)phenyl]-1,3,2-dioxaborolane
 1143576-84-4 95%
1g
 $176 2023-02-03
TI XI AI ( SHANG HAI ) HUA CHENG GONG YE FA ZHAN Co., Ltd.
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4,4,5,5-Tetramethyl-2-[4-(10-phenylanthracen-9-yl)phenyl]-1,3,2-dioxaborolane
 1143576-84-4 >95.0%(T)(HPLC)
200mg
 ￥225.00 2024-04-18
Crysdot LLC
CD12178519-1g
4,4,5,5-Tetramethyl-2-[4-(10-phenylanthracen-9-yl)phenyl]-1,3,2-dioxaborolane
 1143576-84-4 95+%
1g
 $465 2024-07-23
A2B Chem LLC
AE17154-200mg
4,4,5,5-Tetramethyl-2-[4-(10-phenylanthracen-9-yl)phenyl]-1,3,2-dioxaborolane
 1143576-84-4 >95.0%(T)(HPLC)
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4,4,5,5-Tetramethyl-2-[4-(10-phenylanthracen-9-yl)phenyl]-1,3,2-dioxaborolane Related Literature

Additional information on 4,4,5,5-Tetramethyl-2-[4-(10-phenylanthracen-9-yl)phenyl]-1,3,2-dioxaborolane

Research Brief on 4,4,5,5-Tetramethyl-2-[4-(10-phenylanthracen-9-yl)phenyl]-1,3,2-dioxaborolane (CAS: 1143576-84-4)

Recent advancements in the field of chemical biology and medicinal chemistry have highlighted the significance of boron-containing compounds, particularly 4,4,5,5-tetramethyl-2-[4-(10-phenylanthracen-9-yl)phenyl]-1,3,2-dioxaborolane (CAS: 1143576-84-4). This compound, a derivative of anthracene with a dioxaborolane moiety, has garnered attention due to its unique photophysical properties and potential applications in organic electronics, sensing, and therapeutic development. This research brief synthesizes the latest findings on this compound, focusing on its synthesis, characterization, and emerging applications.

The compound 4,4,5,5-tetramethyl-2-[4-(10-phenylanthracen-9-yl)phenyl]-1,3,2-dioxaborolane is synthesized via Suzuki-Miyaura cross-coupling reactions, leveraging the boronic ester functionality for further derivatization. Recent studies have optimized the synthetic routes to improve yield and purity, with particular emphasis on minimizing side reactions that could affect the compound's performance in subsequent applications. Advanced spectroscopic techniques, including NMR and mass spectrometry, have been employed to confirm the structural integrity of the compound.

One of the most promising applications of this compound lies in the development of organic light-emitting diodes (OLEDs). Its anthracene core, combined with the dioxaborolane group, exhibits strong fluorescence and high thermal stability, making it an excellent candidate for blue-emitting materials. Recent research has demonstrated that devices incorporating this compound achieve superior electroluminescent efficiency and color purity compared to traditional materials. These findings underscore its potential for next-generation display technologies.

In addition to its optoelectronic applications, 4,4,5,5-tetramethyl-2-[4-(10-phenylanthracen-9-yl)phenyl]-1,3,2-dioxaborolane has shown promise in biomedical research. Preliminary studies indicate that the compound can serve as a fluorescent probe for imaging cellular processes, owing to its high quantum yield and photostability. Furthermore, its boron-containing structure opens avenues for boron neutron capture therapy (BNCT), a targeted cancer treatment modality. Researchers are currently exploring its pharmacokinetics and biodistribution to assess its suitability for clinical use.

Despite these advancements, challenges remain in the large-scale production and functionalization of this compound. Recent efforts have focused on developing greener synthetic methodologies and improving the solubility of the compound in aqueous media for biomedical applications. Collaborative research between chemists, material scientists, and biologists is essential to overcome these hurdles and fully realize the compound's potential.

In conclusion, 4,4,5,5-tetramethyl-2-[4-(10-phenylanthracen-9-yl)phenyl]-1,3,2-dioxaborolane (CAS: 1143576-84-4) represents a versatile and high-value compound with wide-ranging applications in organic electronics and biomedicine. Ongoing research continues to uncover new functionalities and optimize its performance, positioning it as a key player in the advancement of these fields. Future studies should prioritize translational research to bridge the gap between laboratory findings and real-world applications.

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