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
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)
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
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.
N-Bromosuccinimide Price
- Product number
- 499951
- Product name
- 4-(Dibenzofuranyl)boronic acid
- Purity
- ≥95.0%
- Packaging
- 5g
- Price
- $40.6
- Updated
- 2023/06/20
- Product number
- D4567
- Product name
- Dibenzofuran-4-boronic Acid (contains varying amounts of Anhydride)
- Packaging
- 1g
- Price
- $23
- Updated
- 2025/07/31
- Product number
- D4567
- Product name
- Dibenzofuran-4-boronic Acid (contains varying amounts of Anhydride)
- Packaging
- 5g
- Price
- $65
- Updated
- 2025/07/31
- Product number
- D417208
- Product name
- Dibenzofuran-4-boronicacid
- Packaging
- 500mg
- Price
- $65
- Updated
- 2021/12/16
- Product number
- OR6444
- Product name
- Dibenzo[b,d]furan-4-boronicacid
- Packaging
- 1g
- Price
- $15
- Updated
- 2021/12/16
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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View Lastest Price from Dibenzofuran-4-boronic acid manufacturers
- 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
- 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
- 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