100124-06-9

  • Product NameDibenzofuran-4-boronic acid
  • Molecular FormulaC12H9BO3
  • Molecular Weight212.01
  • Purity99%
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Product Details

Quick Details

  • CasNo: 100124-06-9
  • Molecular Formula: C12H9BO3
  • Purity: 99%

High Quality Pharmaceutical Intermediates Dibenzofuran-4-boronic acid 100124-06-9

  • Molecular Formula:C12H9BO3
  • Molecular Weight:212.013
  • Appearance/Colour:Off-white to beige powder 
  • Vapor Pressure:0.011mmHg at 25°C 
  • Melting Point:286-291 °C(lit.) 
  • Refractive Index:1.485 
  • Boiling Point:438.5 °C at 760 mmHg 
  • PKA:8.04±0.30(Predicted) 
  • Flash Point:219 °C 
  • PSA:53.60000 
  • Density:1.34 g/cm3 
  • LogP:1.26580 

DIBENZOFURAN-4-BORONIC ACID(Cas 100124-06-9) Usage

Description

Dibenzofuran-4-boronic acid (DBFBA) is a boronic acid derivative that has been employed as a cross-coupling agent in the Suzuki coupling reaction. The Suzuki coupling reaction is a widely used method in organic synthesis for the formation of carbon-carbon bonds. Initially, DBFBA was reported to have low efficiency in the Suzuki coupling reaction. However, advances in the field, such as the use of methanol extraction and consideration of photophysical properties, have likely contributed to improvements in its application.

Chemical Properties

off-white to beige powder

Isomeric SMILES B(C1=C2C(=CC=C1)C3=CC=CC=C3O2)(O)O
Exact Mass 212.0644743 g/mol
Monoisotopic Mass 212.0644743 g/mol
Complexity 259

InChI:InChI=1/C6H5BF2O2/c8-4-1-2-5(7(10)11)6(9)3-4/h1-3,10-11H

100124-06-9 Relevant articles

New dibenzofuran/spirobifluorene hybrids as thermally stable host materials for efficient phosphorescent organic light-emitting diodes with low efficiency roll-off

Shou-Cheng Dong,ab   Chun-Hong Gao,a   Zhao-Hu Zhang,a   Zuo-Quan Jiang,*a   Shuit-Tong Leeb  and  Liang-Sheng Liao*a

, Physical Chemistry Chemical Physics, Issue 41, 2012

Dibenzofuran-4-boronic acid was purchased from Alfa Aesar. THF was purified by PURE SOLV (Innovative Technology) purification system. Other reactants or reagents were used as …

Facile Pd-Catalyzed Cross-Coupling of 2'-Deoxyguanosine O6-Arylsulfonates with Arylboronic Acids

Mahesh K. Lakshman, Paul F. Thomson, Mark A. Nuqui, John H. Hilmer, Nonka Sevova, and Bill Boggess

Org. Lett. 2002, 4, 9, 1479–1482

Increasing the boronic acid to 3.0 molar equiv … acid, use of 1.5 molar equiv of dibenzofuran-4-boronic acid resulted in a slow reaction (46 h). In this case increasing the boronic …

Fused cyclic compound and organoelectroluminescent device comprising the compound

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Paragraph 0105; 0124-0130, (2019/08/30)

PURPOSE: A condensed cyclic compound is ...

Enantioselective palladium catalyzed conjugate additions of ortho-substituted arylboronic acids to β,β-disubstituted cyclic enones: total synthesis of herbertenediol, enokipodin A and enokipodin B

Jeffrey Buter,a   Renée Moezelaara  and  Adriaan J. Minnaard*a

, Organic & Biomolecular Chemistry, Issue 31, 2014

However, when using the ortho-substituted o-tolylboronic acid and dibenzofuran-4-boronic acid the yields dropped significantly to 35% and 25% respectively, showing the problems …

100124-06-9 Process route

4-dibenzofurylboronic acid
100124-06-9

4-dibenzofurylboronic acid

Conditions
Conditions Yield
With n-butyllithium; In tetrahydrofuran; at -78 ℃; for 3h; Inert atmosphere;
In tetrahydrofuran; at -78 - 20 ℃;
79%
With n-butyllithium; In tetrahydrofuran; at -78 ℃; for 3h; Inert atmosphere;
In tetrahydrofuran; at -78 - 20 ℃; Inert atmosphere;
79%
With n-butyllithium; In tetrahydrofuran; at -78 - 20 ℃; for 24h; Inert atmosphere;
In tetrahydrofuran; at -78 - 20 ℃; for 2h; Inert atmosphere;
With hydrogenchloride;
78.6%
Butyl-Li, 1) Dibenzofuran, Ae., 2) Trimethylborat, 3) wss. H2SO4;
 
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Triisopropyl borate
5419-55-6

Triisopropyl borate

4-dibenzofurylboronic acid
100124-06-9

4-dibenzofurylboronic acid

Conditions
Conditions Yield
dibenzofuran; With n-butyllithium; In tetrahydrofuran; hexane; at -68 - -20 ℃; for 1h; Inert atmosphere;
Triisopropyl borate; In tetrahydrofuran; hexane; at -68 - 20 ℃; for 5h;
With hydrogenchloride; In tetrahydrofuran; hexane; water; ethyl acetate;
 

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