1,4-Phenylenebisboronic acid
- Product Name
- 1,4-Phenylenebisboronic acid
- CAS No.
- 4612-26-4
- Chemical Name
- 1,4-Phenylenebisboronic acid
- Synonyms
- 1,4-PHENYLENEDIBORONIC ACID;BENZENE-1,4-DIBORONIC ACID;1,4-BENZENEDIBORONIC ACID;1,4-Phenyldiboronic acid;1,4-PHENYLENEBIS(BORONIC ACID);p-Benzenediboronic acid;(4-Boronophenyl)boronic acid;NSC 25410;AKOS BRN-0002;enebisboronic acid
- CBNumber
- CB3274806
- Molecular Formula
- C6H8B2O4
- Formula Weight
- 165.75
- MOL File
- 4612-26-4.mol
1,4-Phenylenebisboronic acid Property
- Melting point:
- >350 °C(lit.)
- Boiling point:
- 420.1±55.0 °C(Predicted)
- Density
- 1.33±0.1 g/cm3(Predicted)
- storage temp.
- Keep in dark place,Sealed in dry,Room Temperature
- solubility
- soluble in Methanol
- pka
- 8.30±0.17(Predicted)
- form
- liquid
- color
- white to off-white
- Water Solubility
- Soluble in water 2.5%.
- BRN
- 2836921
- InChI
- InChI=1S/C6H8B2O4/c9-7(10)5-1-2-6(4-3-5)8(11)12/h1-4,9-12H
- InChIKey
- BODYVHJTUHHINQ-UHFFFAOYSA-N
- SMILES
- C1(B(O)O)=CC=C(B(O)O)C=C1
- CAS DataBase Reference
- 4612-26-4(CAS DataBase Reference)
Safety
- Hazard Codes
- Xn,C,Xi
- Risk Statements
- 22-36/37/38-20/21/22
- Safety Statements
- 36-26
- WGK Germany
- 3
- Hazard Note
- Corrosive
- TSCA
- No
- HazardClass
- IRRITANT
- HS Code
- 29310095
Hazard and Precautionary Statements (GHS)
- Symbol(GHS)
-
- Signal word
- Warning
- Hazard statements
-
H302Harmful if swallowed
- Precautionary statements
-
P264Wash hands thoroughly after handling.
P264Wash skin thouroughly after handling.
P270Do not eat, drink or smoke when using this product.
P301+P312IF SWALLOWED: call a POISON CENTER or doctor/physician IF you feel unwell.
P501Dispose of contents/container to..…
N-Bromosuccinimide Price
- Product number
- 417130
- Product name
- Benzene-1,4-diboronic acid
- Purity
- ≥95.0%
- Packaging
- 5g
- Price
- $126
- Updated
- 2025/07/31
- Product number
- 417130
- Product name
- Benzene-1,4-diboronic acid
- Purity
- ≥95.0%
- Packaging
- 25g
- Price
- $301
- Updated
- 2025/07/31
- Product number
- P1358
- Product name
- 1,4-Phenylenediboronic Acid (contains varying amounts of Anhydride)
- Packaging
- 1g
- Price
- $32
- Updated
- 2025/07/31
- Product number
- P1358
- Product name
- 1,4-Phenylenediboronic Acid (contains varying amounts of Anhydride)
- Packaging
- 5g
- Price
- $83
- Updated
- 2025/07/31
- Product number
- P1358
- Product name
- 1,4-Phenylenediboronic Acid (contains varying amounts of Anhydride)
- Packaging
- 25g
- Price
- $246
- Updated
- 2025/07/31
1,4-Phenylenebisboronic acid Chemical Properties,Usage,Production
Chemical Properties
1,4-Phenylenebisboronic acid is off-white powder
Uses
Reagent used for . Externally initiated Kumada catalyst-transfer polycondensation . Suzuki-Miyaura cross-coupling reactions . Energy transfer processes in optoelectronic devices . Palladium-catalyzed sequential alkenylation and conjugate addition reactions . Scholl cyclizations
Uses
suzuki reaction
Uses
It is used for palladium-catalyzed sequential alkenylation and conjugate addition reactions, scholl cyclizations, Suzuki-Miyaura cross-coupling reactions. It is also used in the preparation of indolizine derivatives as OLEDs, in organic thin-film transistors, Fluorescence and solution-processable coordination polymers.
Synthesis
121-43-7
106-37-6
4612-26-4
Under the protection of nitrogen atmosphere, 200 mL of tetrahydrofuran (THF) was added to the reaction flask and cooled to 15°C. 0 g (0.62 mmol) of magnesium and 1.0 g (0.004 mol) of iodine were slowly added followed by the dropwise addition of 300 mL of THF solution containing 68.4 g (0.29 mol) of 1,4-dibromobenzene at a controlled titration rate maintaining the reaction temperature at 30°C. The reaction was continued for 3 hours. After completion, the reaction was continued for 3 hours. After completion of the reaction, the reaction mixture was cooled to -70°C and a mixed solution consisting of trimethyl borate (78.5 mL, 0.72 mol) and 300 mL of THF was slowly added dropwise. After the dropwise addition was completed, the reaction was continued at -70°C for 1 hour, then slowly warmed to room temperature and stirred for 12 hours. To the reaction mixture was added 950 mL of 2.5 M hydrochloric acid, stirred rapidly for 15 minutes and the solid product was collected by filtration. The solid was washed 3 times with 300 mL of hexane and finally dried under vacuum to give 40.7 g of white solid 1,4-phenylenediboronic acid in 84.6% yield.
References
[1] Patent: CN103570530, 2016, B. Location in patent: Paragraph 0042; 0043
1,4-Phenylenebisboronic acid Preparation Products And Raw materials
Raw materials
Preparation Products
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View Lastest Price from 1,4-Phenylenebisboronic acid manufacturers
- Product
- 1,4-Phenylenebisboronic acid 4612-26-4
- Price
- US $0.00/kg
- Min. Order
- 1kg
- Purity
- 98%
- Supply Ability
- 2 MTs
- Release date
- 2024-08-06
- Product
- Benzene-1,4-diboronic acid 4612-26-4
- Price
- US $27.00-191.00/g
- Min. Order
- 25g
- Purity
- 0.98
- Supply Ability
- 100kg
- Release date
- 2023-11-23
- Product
- 1,4-Phenylenebisboronic acid 4612-26-4
- Price
- US $8.00-3.00/KG
- Min. Order
- 1KG
- Purity
- 99%
- Supply Ability
- g-kg-tons, free sample is available
- Release date
- 2024-04-03