ChemicalBook > CAS DataBase List > Dibenzofuran-4-boronic acid

Dibenzofuran-4-boronic acid

Product Name
Dibenzofuran-4-boronic acid
CAS No.
100124-06-9
Chemical Name
Dibenzofuran-4-boronic acid
Synonyms
DIBENZO[B,D]FURAN-4-YLBORONIC ACID;4-DIBENZOFURANBORONIC ACID;dibenzofuran-4-ylboronic acid;FRBA;DBF-B;D2420G1;AKOS BRN-0085;4-(DibenzofuranyL;TIMTEC-BB SBB003426;RARECHEM AH PB 0052
CBNumber
CB1671054
Molecular Formula
C12H9BO3
Formula Weight
212.01
MOL File
100124-06-9.mol
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Dibenzofuran-4-boronic acid Property

Melting point:
286-291 °C (lit.)
Boiling point:
438.5±37.0 °C(Predicted)
Density 
1.34±0.1 g/cm3(Predicted)
storage temp. 
Keep in dark place,Sealed in dry,Room Temperature
pka
8.04±0.30(Predicted)
form 
powder
color 
white to off-white
BRN 
1645426
InChI
InChI=1S/C12H9BO3/c14-13(15)10-6-3-5-9-8-4-1-2-7-11(8)16-12(9)10/h1-7,14-15H
InChIKey
ZXHUJRZYLRVVNP-UHFFFAOYSA-N
SMILES
B(C1=C2C(=CC=C1)C1=CC=CC=C1O2)(O)O
CAS DataBase Reference
100124-06-9(CAS DataBase Reference)
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Safety

Hazard Codes 
Xi
Risk Statements 
36/37/38
Safety Statements 
37/39-26-24/25
WGK Germany 
3
TSCA 
No
HazardClass 
IRRITANT
HS Code 
29321900
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Hazard and Precautionary Statements (GHS)

Symbol(GHS)
Signal word
Warning
Hazard statements

H315Causes skin irritation

H319Causes serious eye irritation

H335May cause respiratory irritation

Precautionary statements

P261Avoid breathing dust/fume/gas/mist/vapours/spray.

P304+P340IF INHALED: Remove victim to fresh air and Keep at rest in a position comfortable for breathing.

P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.

P405Store locked up.

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N-Bromosuccinimide Price

Sigma-Aldrich
Product number
499951
Product name
4-(Dibenzofuranyl)boronic acid
Purity
≥95.0%
Packaging
5g
Price
$40.6
Updated
2023/06/20
TCI Chemical
Product number
D4567
Product name
Dibenzofuran-4-boronic Acid (contains varying amounts of Anhydride)
Packaging
1g
Price
$23
Updated
2025/07/31
TCI Chemical
Product number
D4567
Product name
Dibenzofuran-4-boronic Acid (contains varying amounts of Anhydride)
Packaging
5g
Price
$65
Updated
2025/07/31
TRC
Product number
D417208
Product name
Dibenzofuran-4-boronicacid
Packaging
500mg
Price
$65
Updated
2021/12/16
Apolloscientific
Product number
OR6444
Product name
Dibenzo[b,d]furan-4-boronicacid
Packaging
1g
Price
$15
Updated
2021/12/16
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Dibenzofuran-4-boronic acid Chemical Properties,Usage,Production

Description

Dibenzofuran-4-boronic acid (DBFBA) is a boronic acid that has been used as a cross-coupling agent in the Suzuki coupling reaction. It has been shown to have low efficiency, but advances in this area have been made through the use of methanol extraction and photophysical properties. DBFBA is often coupled with imidazole derivatives to form anti-inflammatory compounds. The bond cleavage and hydrogen bonding properties of DBFBA make it a good target for drug synthesis.

Chemical Properties

off-white to beige powder

Uses

Dibenzofuran-4-boronic acid is a water-soluble boronic acid, and the boronic acid molecule is a very useful functional group for the preparation of glycosensors. Water-soluble boronic acids that change their fluorescence properties upon binding to sugars are particularly useful as reporter units for carbohydrate fluorescence sensors. Dibenzofuran-4-boronic acid displays distinctive fluorescence changes at three wavelengths when bound to sugars under near-physiological conditions[1].

Synthesis

In a 300 ml three-necked flask, 7.2 g of 4-bromodibenzofuran was dissolved in -78° C. anhydrous tetrahydrofuran (THF) under an argon atmosphere. Then, 20 ml of an n-butyl lithium-n-hexane solution (1.6 M, 1.1 eq) was added and stirred for 1 hour. 4.23 ml (1.3 eq) of trimethoxyborane (B(OMe)3) was added and stirred for 2 hours, and the temperature of the reaction system was increased to room temperature. 200 ml of 1 N hydrochloric acid was added into the reactant and stirred for 3 hours. An organic layer was separated, and solvents were distilled off. In the crude product thus obtained, hexane was added. Precipitated product was filtered to obtain 4.94 g of dibenzofuran-4-boronic acid as a white solid (yield 80%).

References

[1] JUNFENG WANG Binghe W Shan Jin. A new boronic acid fluorescent reporter that changes emission intensities at three wavelengths upon sugar binding[J]. Tetrahedron Letters, 2005. DOI:10.1016/j.tetlet.2005.08.053.

Dibenzofuran-4-boronic acid Preparation Products And Raw materials

Raw materials

Preparation Products

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Dibenzofuran-4-boronic acid Suppliers

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View Lastest Price from Dibenzofuran-4-boronic acid manufacturers

Henan Aochuang Chemical Co.,Ltd.
Product
DIBENZOFURAN-4-BORONIC ACID 100124-06-9
Price
US $0.00-0.00/KG
Min. Order
1KG
Purity
98%
Supply Ability
1ton
Release date
2022-09-27
Shanghai Daken Advanced Materials Co.,Ltd
Product
Boronic acid,B-4-dibenzofuranyl- 100124-06-9
Price
US $0.00/KG
Min. Order
1KG
Purity
98.00%
Supply Ability
150KG /month
Release date
2021-11-17
Hebei Yanxi Chemical Co., Ltd.
Product
DIBENZOFURAN-4-BORONIC ACID 100124-06-9
Price
US $50.00/kg
Min. Order
1kg
Purity
0.99
Supply Ability
10000
Release date
2023-10-30

100124-06-9, Dibenzofuran-4-boronic acidRelated Search:

4-AMINO-N,N-DIMETHYLBENZYLAMINE 4-(DIMETHOXYMETHYL)-2-METHYLPYRIMIDINE 4-Chlorobiphenyl 4-DIBENZOTHIOPHENEBORONIC ACID 4-Bromodiphenylamine 4-BROMO-P-TERPHENYL 4-Bromophenoxybenzene DIBENZOFURAN-4-CARBOXALDEHYDE 97 Dibenzo[b,d]furan-2-ylboronic acid dibenzo[b,d]furan-3-ylboronic acid DIBENZOFURAN-2-CARBOXALDEHYDE 2-Fluoro-3-pyridylboronic acid 2-Chloro-3-pyridylboronic acid 5-Chloro-2-fluoropyridin-3-ylboronic acid Phenylboronic acid Methylboronic acid Dibenzofuran DIBENZOFURAN-4-BORONIC ACID

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  • D2420G1
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  • 4-(Dibenzofuranyl)boronic acid, 98%, contains varying amounts of anhydride
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  • TIANFU-CHEM 100124-06-9 DIBENZOFURAN-4-BORONIC ACID
  • 2-Methyl-82-nitrobenzyl&chloride
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  • BORONIC ACID
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  • Heteroaryl
  • Organometallic Reagents
  • Heterocyclic Compounds
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  • Dibenzofuran
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  • Heteroaryl
  • OLED materials,pharm chemical,electronic
  • 100124-06-9
  • OLED