4-Biphenylboronic acid
- Product Name
- 4-Biphenylboronic acid
- CAS No.
- 5122-94-1
- Chemical Name
- 4-Biphenylboronic acid
- Synonyms
- AKOS BRN-0030;4-Boronobiphenyl;RARECHEM AH PB 0261;4-Biphenylboric acid;4-Biphenylboronic ac;4-Biphenylboronicaci;4-Diphenyl Boric Acid;4-BIPHENYLBORONIC ACID;4-Diphenylboronic acid;BIPHENYL-4-BORONIC ACID
- CBNumber
- CB8127772
- Molecular Formula
- C12H11BO2
- Formula Weight
- 198.03
- MOL File
- 5122-94-1.mol
4-Biphenylboronic acid Property
- Melting point:
- 232-245 °C (lit.)
- Boiling point:
- 385.5±35.0 °C(Predicted)
- Density
- 1.18±0.1 g/cm3(Predicted)
- storage temp.
- Keep in dark place,Sealed in dry,Room Temperature
- solubility
- soluble in Acetone,Methanol
- pka
- 8.61±0.10(Predicted)
- form
- Powder
- color
- White
- Water Solubility
- Insoluble in water.
- BRN
- 2937410
- InChI
- InChI=1S/C12H11BO2/c14-13(15)12-8-6-11(7-9-12)10-4-2-1-3-5-10/h1-9,14-15H
- InChIKey
- XPEIJWZLPWNNOK-UHFFFAOYSA-N
- SMILES
- B(C1=CC=C(C2=CC=CC=C2)C=C1)(O)O
- CAS DataBase Reference
- 5122-94-1(CAS DataBase Reference)
Safety
- Hazard Codes
- Xi,Xn
- Risk Statements
- 36/37/38-20/21/22
- Safety Statements
- 26-37/39-36-24/25
- WGK Germany
- 3
- TSCA
- No
- HazardClass
- IRRITANT
- HS Code
- 29310095
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
- 483451
- Product name
- 4-Biphenylboronic acid
- Purity
- ≥95.0%
- Packaging
- 5g
- Price
- $22.24
- Updated
- 2025/07/31
- Product number
- 483451
- Product name
- 4-Biphenylboronic acid
- Purity
- ≥95.0%
- Packaging
- 25g
- Price
- $107
- Updated
- 2025/07/31
- Product number
- B2294
- Product name
- 4-Biphenylboronic Acid (contains varying amounts of Anhydride)
- Packaging
- 5g
- Price
- $28
- Updated
- 2025/07/31
- Product number
- B2294
- Product name
- 4-Biphenylboronic Acid (contains varying amounts of Anhydride)
- Packaging
- 25g
- Price
- $86
- Updated
- 2025/07/31
- Product number
- B535233
- Product name
- 4-Biphenylboronic acid
- Packaging
- 1g
- Price
- $55
- Updated
- 2021/12/16
4-Biphenylboronic acid Chemical Properties,Usage,Production
Chemical Properties
Solid
Uses
suzuki reaction: Suzuki coupling of 2-(4-bromophenyl)thiophene with phenylboronic acid and 4-biphenylboronic acid are used for the preparation of 4-(2-thieny)biphenyl and 4-(2-thienyl)-1,1':4,1''-biphenyl respectively. Coupling of two equivalents of 4-(2-thienyl)phenylboronic acid with 1,4-diiodobenzene gives 4,4''-bis(2-thienyl)-1,1':4,1''-terphenyl and with 2,5-diiodothiophene, 2,5-bis[4-(2-thienyl)-phenyl]-thiophene is obtained.
Uses
Used in Suzuki reactions and as intermediates of liquid crystals.
Synthesis
92-66-0
5122-94-1
The general procedure for the synthesis of 4-biphenylboronic acid from 4-bromobiphenyl was as follows: 4-bromobiphenyl (30 g, 0.12 mol) was added to a single-neck flask and the reaction was carried out under argon protection. Tetrahydrofuran (THF) (500 mL) was added and stirred at -78 °C for 10 min. Slowly n-butyllithium (2.5 M in hexane) (77 mL, 0.19 mol) was added and the mixture was stirred at -78 °C for 1 hour. Subsequently, dimethyl borate (21.9 mL, 0.19 mol) was added at -78 °C and stirring was continued at -78 °C for 30 min, then brought to room temperature and stirred for 4 hours. After completion of the reaction, extraction was carried out with distilled water and ethyl acetate (EA) and the organic layer was dried with anhydrous magnesium sulfate (MgSO4). The solvent was removed using a rotary evaporator. Finally, pure 4-biphenylboronic acid (21 g, 84% yield) was isolated by column chromatography using hexane and ethyl acetate (EA) as eluents.
References
[1] Patent: WO2011/105700, 2011, A1. Location in patent: Page/Page column 18; 19; 21; 22
[2] Angewandte Chemie - International Edition, 2006, vol. 45, # 9, p. 1404 - 1408
[3] Tetrahedron, 2007, vol. 63, # 20, p. 4297 - 4303
[4] Journal of Organic Chemistry, 2011, vol. 76, # 4, p. 1013 - 1030
[5] Journal of the Chemical Society [Section] C: Organic, 1966, p. 566 - 571
4-Biphenylboronic acid Preparation Products And Raw materials
Raw materials
Preparation Products
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View Lastest Price from 4-Biphenylboronic acid manufacturers
- Product
- 4-Biphenylboronic acid 5122-94-1
- Price
- US $0.00/KG
- Min. Order
- 1KG
- Purity
- 98%min
- Supply Ability
- 30tons/month
- Release date
- 2023-04-07
- Product
- 4-Biphenylboronic acid 5122-94-1
- Price
- US $10.00/kg
- Min. Order
- 1kg
- Purity
- 99%
- Supply Ability
- 20 ton
- Release date
- 2024-12-03
- Product
- 4-Biphenylboronic acid 5122-94-1
- Price
- US $0.00-0.00/KG
- Min. Order
- 1KG
- Purity
- 98%
- Supply Ability
- 1ton
- Release date
- 2022-09-27