Uses
ChemicalBook > CAS DataBase List > Biphenyl-3-boronic acid

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
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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)
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Safety

Hazard Codes 
Xi,C
Risk Statements 
36/37/38
Safety Statements 
37/39-26
WGK Germany 
3
Hazard Note 
Corrosive
HS Code 
29163990
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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.

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.

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N-Bromosuccinimide Price

TCI Chemical
Product number
B2489
Product name
3-Biphenylboronic Acid (contains varying amounts of Anhydride)
Packaging
5g
Price
$96
Updated
2025/07/31
TCI Chemical
Product number
B2489
Product name
3-Biphenylboronic Acid (contains varying amounts of Anhydride)
Packaging
25g
Price
$286
Updated
2025/07/31
TRC
Product number
B535228
Product name
3-Biphenylboronic acid
Packaging
25g
Price
$195
Updated
2021/12/16
Synthonix
Product number
B1680
Product name
Biphenyl-3-boronicacid
Purity
98%+
Packaging
1g
Price
$15
Updated
2021/12/16
Apolloscientific
Product number
OR5411
Product name
Biphenyl-3-boronicacid
Packaging
1g
Price
$15
Updated
2021/12/16
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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

Henan Aochuang Chemical Co.,Ltd.
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
Shanghai Daken Advanced Materials Co.,Ltd
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
Henan Fengda Chemical Co., Ltd
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

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