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| | 4-Acetylphenylboronic acid Basic information |
| | 4-Acetylphenylboronic acid Chemical Properties |
| Melting point | 240-244 °C(lit.) | | Boiling point | 354.2±44.0 °C(Predicted) | | density | 1.19±0.1 g/cm3(Predicted) | | storage temp. | Keep in dark place,Sealed in dry,Room Temperature | | solubility | DMSO (Slightly), Methanol (Slightly) | | form | Crystalline Powder | | pka | 7.58±0.10(Predicted) | | color | Pale yellow to yellow | | Water Solubility | 25 g/L | | BRN | 7869162 | | InChI | 1S/C8H9BO3/c1-6(10)7-2-4-8(5-3-7)9(11)12/h2-5,11-12H,1H3 | | InChIKey | OBQRODBYVNIZJU-UHFFFAOYSA-N | | SMILES | CC(=O)c1ccc(cc1)B(O)O | | CAS DataBase Reference | 149104-90-5(CAS DataBase Reference) |
| Hazard Codes | Xi | | Risk Statements | 36/37/38 | | Safety Statements | 26-36-37/39 | | WGK Germany | 3 | | Hazard Note | Irritant/Keep Cold | | HazardClass | IRRITANT | | HS Code | 29310095 | | Storage Class | 11 - Combustible Solids | | Hazard Classifications | Eye Irrit. 2
Skin Irrit. 2
STOT SE 3 |
| | 4-Acetylphenylboronic acid Usage And Synthesis |
| Chemical Properties | white to light yellow crystal powder | | Uses | suzuki reaction | | Uses | Reactant involved in:
- Palladium-catalyzed decarboxylative coupling
- Copper-catalyzed hydroxylation
- Palladium-catalyzed Suzuki-Miyaura cross-coupling
- Cross-coupling with α-bromocarbonyl compounds
- Oxidation catalyzed by Baeyer-Villiger monooxygenases
- 1,5-substitution reactions
| | Uses | 4-Acetylphenylboronic acid4-Acetylphenylboronic Acid is used in several metal catalyzed cross-coupling reaction studies. | | General Description | 4-Acetylphenylboronic acid is a boronate, belongs to a class of synthetic organic compounds. It reacts rapidly with peroxynitrite (ONOO(-)) to form stable hydroxy derivatives. It undergoes Suzuki coupling with 4-bromotriphenylamine catalyzed by dichlorobis(triphenylphosphine)Pd(II), during the synthesis of dendrimers. | | Synthesis | The general procedure for the synthesis of (R)-1-(4-(4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl)ethan-1-ol and 4-acetylphenylboronic acid from 1-(4-(4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl)ethan-1-ol was carried out in the following manner: under aseptic conditions, the appropriate racemic alcohol ( 0.5 mmol) was dissolved in dimethylformamide (2 mL) and added to a 500 mL conical flask containing 8.2 g of wet cells (resuspended in 100 mL of phosphate buffer, pH 7.0, 100 mmol/L). The reaction was carried out at 20°C and 400 rpm for 120 hours. After completion of the reaction, the reaction mixture was extracted for 24 h using a continuous liquid-liquid extractor and dichloromethane (300 mL). The organic layer was dried with anhydrous magnesium sulfate followed by evaporation of the solvent under reduced pressure. The crude product was purified by column chromatography using hexane/ethyl acetate as eluent. | | References | [1] Journal of Molecular Catalysis B: Enzymatic, 2014, vol. 110, p. 117 - 125 |
| | 4-Acetylphenylboronic acid Preparation Products And Raw materials |
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