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| | 1,4-Phenylenebisboronic acid Basic information |
| | 1,4-Phenylenebisboronic acid Chemical Properties |
| 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) |
| 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 | | Storage Class | 11 - Combustible Solids | | Hazard Classifications | Acute Tox. 4 Oral |
| | 1,4-Phenylenebisboronic acid Usage And Synthesis |
| Chemical Properties | 1,4-Phenylenebisboronic acid is off-white powder | | Uses | suzuki reaction | | 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 | 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 | 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 |
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