Biphenyl-3-boronic acid
Uses- Product Name
- Biphenyl-3-boronic acid
- CAS No.
- 5122-95-2
- Chemical Name
- Biphenyl-3-boronic acid
- Synonyms
- 3-BIPHENYLBORONIC ACID;11457;AKOS BRN-0056;3-Biphenylboronic;Biphenyl-3-boronica;CHEMBRDG-BB 3201028;RARECHEM AH PB 0085;3- biphenylboric acid;Biphenyl-3-boronicaci;Biphenyl-3-bronic acid
- CBNumber
- CB1127773
- Molecular Formula
- C12H11BO2
- Formula Weight
- 198.03
- MOL File
- 5122-95-2.mol
Biphenyl-3-boronic acid Property
- Melting point:
- 193-198 °C (lit.)
- Boiling point:
- 411.0±38.0 °C(Predicted)
- Density
- 1.18±0.1 g/cm3(Predicted)
- storage temp.
- Keep in dark place,Sealed in dry,Room Temperature
- solubility
- DMSO (Slightly), Methanol (Slightly)
- form
- solid
- pka
- 8.30±0.10(Predicted)
- color
- White to Off-White
- Water Solubility
- Insoluble in water.
- BRN
- 2836311
- InChI
- InChI=1S/C12H11BO2/c14-13(15)12-8-4-7-11(9-12)10-5-2-1-3-6-10/h1-9,14-15H
- InChIKey
- GOXICVKOZJFRMB-UHFFFAOYSA-N
- SMILES
- B(C1C=CC=C(C2=CC=CC=C2)C=1)(O)O
- CAS DataBase Reference
- 5122-95-2(CAS DataBase Reference)
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.
P264Wash hands thoroughly after handling.
P264Wash skin thouroughly after handling.
P280Wear protective gloves/protective clothing/eye protection/face protection.
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
- B2489
- Product name
- 3-Biphenylboronic Acid (contains varying amounts of Anhydride)
- Packaging
- 5g
- Price
- $96
- Updated
- 2025/07/31
- Product number
- B2489
- Product name
- 3-Biphenylboronic Acid (contains varying amounts of Anhydride)
- Packaging
- 25g
- Price
- $286
- Updated
- 2025/07/31
- Product number
- B535228
- Product name
- 3-Biphenylboronic acid
- Packaging
- 25g
- Price
- $195
- Updated
- 2021/12/16
- Product number
- B1680
- Product name
- Biphenyl-3-boronicacid
- Purity
- 98%+
- Packaging
- 1g
- Price
- $15
- Updated
- 2021/12/16
- Product number
- OR5411
- Product name
- Biphenyl-3-boronicacid
- Packaging
- 1g
- Price
- $15
- Updated
- 2021/12/16
Biphenyl-3-boronic acid Chemical Properties,Usage,Production
Uses
3-Biphenylboronic Acid is a fluorescent boronic acid useful for sensitive detection of sugars in water.
Chemical Properties
yellow crystal powder
Uses
suzuki reaction
Uses
It is a biological reagent used as a boronate-assisted fluorogenic chemosensor. It is evaluated for pharmacological activity as fatty acid amide hydrolase inhibitors. It is a reactant involved in coupling with potassium cyanate, quinones, or fluorous tagged N-hydroxyphthalimide and direct C-H arylation of electron-deficient heterocycles.
Uses
Biological reagent used as a boronate-assisted fluorogenic chemosensor
Evaluated for pharmacological activity as fatty acid amide hydrolase inhibitors
Reactant involved in:
- Coupling with potassium cyanate, quinones, or fluorous tagged N-hydroxyphthalimide
- Direct C-H arylation of electron-deficient heterocycles
Synthesis
2113-57-7
5122-95-2
The general procedure for the synthesis of 3-biphenylboronic acid from 3-bromobiphenyl was as follows: 3.8 g (16 mmol) of 3-bromobiphenyl was added to a 300 mL three-neck flask under nitrogen protection. 100 mL of tetrahydrofuran (THF) was added to dissolve, and the solution was subsequently cooled to -80 °C. Under stirring, 11 mL (18 mmol) of n-butyllithium (1.6 mol/L hexane solution) was slowly added dropwise via syringe. After the dropwise addition was completed, the reaction was kept at -80 °C with continued stirring for 1 hour. Subsequently, 2.2 mL (20 mmol) of trimethyl borate was added to the reaction system and the reaction mixture was allowed to gradually warm up to room temperature with continued stirring for 4 hours. Upon completion of the reaction, the reaction was quenched by the addition of about 50 mL of dilute hydrochloric acid (1.0 mol/L) and stirring was continued for 2 hours. The reaction mixture was transferred to a partition funnel and the aqueous layer was extracted with ethyl acetate. The organic layers were combined and washed sequentially with saturated sodium bicarbonate solution and saturated saline. The organic layer was dried with anhydrous magnesium sulfate and filtered to remove the desiccant. The filtrate was concentrated under reduced pressure to give an oil. Hexane was added to the oily material and a white solid was precipitated. The solid was collected by filtration and dried to give 1.7 g of white powdery 3-biphenylboronic acid in 55% yield.
References
[1] Patent: WO2010/5066, 2010, A1. Location in patent: Page/Page column 178-179
[2] Bioorganic and Medicinal Chemistry Letters, 2003, vol. 13, # 21, p. 3813 - 3816
[3] Angewandte Chemie - International Edition, 2008, vol. 47, # 6, p. 1115 - 1118
Biphenyl-3-boronic acid Preparation Products And Raw materials
Raw materials
Preparation Products
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View Lastest Price from Biphenyl-3-boronic acid manufacturers
- Product
- Biphenyl-3-boronic acid 5122-95-2
- Price
- US $0.00-0.00/KG
- Min. Order
- 1KG
- Purity
- 98%
- Supply Ability
- 1ton
- Release date
- 2022-09-30
- Product
- 3-Biphenyl boronic acid 5122-95-2
- Price
- US $0.00/KG
- Min. Order
- 1KG
- Purity
- 98.00%
- Supply Ability
- 150KG /month
- Release date
- 2021-11-16
- Product
- Biphenyl-3-boronic acid 5122-95-2
- Price
- US $34.00-1.20/kg
- Min. Order
- 1kg
- Purity
- 99%
- Supply Ability
- g-kg-tons, free sample is available
- Release date
- 2024-04-08