| Identification | More | [Name]
4-Acetylphenylboronic acid | [CAS]
149104-90-5 | [Synonyms]
4-ACETYLBENZENEBORONIC ACID
4-ACETYLPHENYLBORONIC ACID
ACETOPHENONE-4-BORONIC ACID
AKOS BRN-0001
P-ACETYLPHENYLBORONIC ACID
RARECHEM AH PB 0162
TIMTEC-BB SBB000146
4-Acetylphenylboronic acid~4-Boronoacetophenone
Boronic acid, (4-acetylphenyl)-(9CI)
4-Boronoacetophenone
4-Acetylphenylboronic
4-Acetylbenzeneboronic acid 96%
4-ACETYLBENZENEBORONIC ACID 98+%
4-Acetylphenylboronic Acid (contains varying amounts of Anhydride)
4-Acetylphenylboronic acid ,98% | [EINECS(EC#)]
629-086-3 | [Molecular Formula]
C8H9BO3 | [MDL Number]
MFCD01074667 | [Molecular Weight]
163.97 | [MOL File]
149104-90-5.mol |
| Chemical Properties | Back Directory | [Appearance]
white to light yellow crystal powder | [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 Cold | [solubility ]
DMSO (Slightly), Methanol (Slightly) | [form ]
Crystalline Powder | [pka]
7.58±0.10(Predicted) | [color ]
Pale yellow to yellow | [Water Solubility ]
25 g/L | [Detection Methods]
HPLC | [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) |
| Safety Data | Back Directory | [Hazard Codes ]
Xi | [Risk Statements ]
R36/37/38:Irritating to eyes, respiratory system and skin . | [Safety Statements ]
S26:In case of contact with eyes, rinse immediately with plenty of water and seek medical advice .
S36:Wear suitable protective clothing .
S37/39:Wear suitable gloves and eye/face protection . | [WGK Germany ]
3
| [Hazard Note ]
Irritant/Keep Cold | [HazardClass ]
IRRITANT | [HS Code ]
29319099 | [Storage Class]
11 - Combustible Solids | [Hazard Classifications]
Eye Irrit. 2
Skin Irrit. 2
STOT SE 3 |
| Hazard Information | Back Directory | [Chemical Properties]
white to light yellow crystal powder | [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]
suzuki reaction | [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 |
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