4,4'-Biphenyldiboronic acid
- Product Name
- 4,4'-Biphenyldiboronic acid
- CAS No.
- 4151-80-8
- Chemical Name
- 4,4'-Biphenyldiboronic acid
- Synonyms
- 4,4'RARECHEM AH PB 0032;-diyldiboronic acid;-4,4'-diboronic acid;4,4'-Diboronobiphenyl;-Biphenyldiboronic acid;4,4'-Biphenylboronic acid;4,4′-Biphenyldiboronicaci;4,4-BIPHENYLDIBORONIC ACID;4,4'-biphenyl diboric acid
- CBNumber
- CB6329255
- Molecular Formula
- C12H12B2O4
- Formula Weight
- 241.84
- MOL File
- 4151-80-8.mol
4,4'-Biphenyldiboronic acid Property
- Melting point:
- 300 °C (dec.)(lit.)
- Boiling point:
- 505.9±60.0 °C(Predicted)
- Density
- 1.31±0.1 g/cm3(Predicted)
- storage temp.
- Keep in dark place,Sealed in dry,Room Temperature
- form
- powder to crystal
- pka
- 8.25±0.17(Predicted)
- color
- White to Green to Brown
- Water Solubility
- Soluble in water.
- BRN
- 2941876
- InChIKey
- SLHKDOGTVUCXKX-UHFFFAOYSA-N
- CAS DataBase Reference
- 4151-80-8(CAS DataBase Reference)
Safety
- Hazard Codes
- Xn,C
- Risk Statements
- 36/37/38-22
- Safety Statements
- 37/39-26-`37
- WGK Germany
- 3
- Hazard Note
- Corrosive
- HS Code
- 29163990
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
- 456799
- Product name
- 4,4′-Biphenyldiboronic acid
- Packaging
- 500mg
- Price
- $149.8
- Updated
- 2025/07/31
- Product number
- B2490
- Product name
- 4,4'-Biphenyldiboronic Acid
- Purity
- >95.0%(T)
- Packaging
- 1g
- Price
- $108
- Updated
- 2025/07/31
- Product number
- B2490
- Product name
- 4,4'-Biphenyldiboronic Acid
- Purity
- >95.0%(T)
- Packaging
- 5g
- Price
- $324
- Updated
- 2025/07/31
- Product number
- B535240
- Product name
- 4,4'-Biphenyldiboronic Acid
- Packaging
- 250mg
- Price
- $55
- Updated
- 2021/12/16
- Product number
- FB62322
- Product name
- 4,4'-Biphenyldiboronic Acid
- Packaging
- 250mg
- Price
- $80
- Updated
- 2021/12/16
4,4'-Biphenyldiboronic acid Chemical Properties,Usage,Production
Chemical Properties
white to light yellow crystal powde
Uses
Reactant involved in synthesis of:
- Organic field-effect transistors based on organic semiconductors containing diazaboroles
- Cycloparaphenylenes via Suzuki coupling
- 1,3,2-Diazaboroine derivatives for organic thin-film transistor applications
- Back-to-back coupled 2,6-bis(triazol-1-yl)pyridine molecules
- Rectangular host via electrochemical reactions with methylaquacobaloxime and diamine
- Arylboronates from reactions with catechol, dihydroxynaphthalene and diaminobenzenedithiol for use as organic field-effect transistors and light emitting diodes
Synthesis
92-86-4
4151-80-8
The general procedure for the synthesis of 4,4'-biphenyl diboronic acid from 4,4'-dibromobiphenyl was as follows: to a solution of 4,4'-dibromo-1,1'-biphenyl (5.00 g, 16.03 mmol) in anhydrous THF (100 mL) was added slowly and dropwise n-butyllithium (1.0 M hexanes solution, 40.1 mL, 64.1 mmol) at -78 °C, and was stirred for 1 hour. Subsequently, the reaction mixture was slowly warmed to -30 °C and trimethyl borate (4.83 mL, 43.3 mmol) was added dropwise and then stirring was continued for 1 hour at room temperature. Upon completion of the reaction, the reaction mixture was acidified to pH=2 with 1.5 N HCl. The resulting precipitate was filtered to afford 4,4'-biphenyldiboronic acid in the form of an off-white solid (2.5 g, 10.34 mmol, 64.5% yield). The structure of the product was confirmed by NMR (DMSO-d6, δ=2.50 ppm, 400 MHz): δ 8.06 (broad peak, 4H), 7.88 (double peak, J=8.53 Hz, 4H), 7.65 (double peak, J=8.4 Hz, 4H).
References
[1] Patent: WO2015/5901, 2015, A1. Location in patent: Page/Page column 490
[2] Chemistry Letters, 2008, vol. 37, # 11, p. 1122 - 1123
[3] Journal of Materials Chemistry, 2011, vol. 21, # 18, p. 6607 - 6613
[4] Journal of Materials Chemistry, 2012, vol. 22, # 10, p. 4502 - 4510
[5] Angewandte Chemie - International Edition, 2014, vol. 53, # 51, p. 14144 - 14148
4,4'-Biphenyldiboronic acid Preparation Products And Raw materials
Raw materials
Preparation Products
4,4'-Biphenyldiboronic acid Suppliers
- Tel
- --
- Fax
- --
- synthesis@chimmed.ru
- Country
- Russia
- ProdList
- 5006
- Advantage
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View Lastest Price from 4,4'-Biphenyldiboronic acid manufacturers
- Product
- 4,4′-biphenyldiboronic acid 4151-80-8
- Price
- US $1.10-9.90/KG
- Min. Order
- 1KG
- Purity
- 99%min
- Supply Ability
- 100KG
- Release date
- 2025-08-20
- Product
- 4,4'-Biphenyldiboronic acid 4151-80-8
- Price
- US $0.00-0.00/KG
- Min. Order
- 1KG
- Purity
- 98%
- Supply Ability
- 1ton
- Release date
- 2022-09-30
- Product
- 4,4'-Biphenyldiboronic acid 4151-80-8
- Price
- US $35.00-25.00/kg
- Min. Order
- 1kg
- Purity
- 99%
- Supply Ability
- 20 Ton
- Release date
- 2023-10-31