Perylene-3,4,9,10-tetracarboxylic dianhydride 97% (PTCDA), 2-ethyl-1-hexylamine 98%, bromine ≥99.99%), fuming nitric acid >90%, 4-styryl boronic acid ≥95%, phenyl boronic acid ≥97%, magnesium sulphate anhydrous >99.5% (MgSO4), sodium sulphite >98% Na2SO3 were purchased from Merck (Darmstadt, 64293, Germany). Tetrahydrofuran was purchased also from Merck and was freshly distilled with benzophenone and metallic sodium (THF (dry)). All other solvents and reagents were purchased from Aldrich or Alfa Aesar and were used without further purification unless otherwise stated. 4-(2-tetrahydropyranyloxy) phenylboronic acid [41 (link)], 6-Bromo phenyl-(2-perfluorophenyl)-4-phenyl-quinoline (Br5FQ) [32 (link)], 6-phenyl-(2-perfluorophenyl)-4-phenyl-quinoline (Ph-5FQ) [33 (link)] 6-bromo-(2-pyridinyl)-4-phenyl-quinoline (Br-QPy) [35 (link)] and the catalyst palladium (II) tetrakis triphenyl2phosphine [Pd (PPh3)4] [47 ] were synthesized according to published procedures.
Phenylboronic acid
Manufactured by Merck Group
Sourced in United States, Germany, China
Phenylboronic acid is a chemical compound used as a laboratory reagent. It is a crystalline solid with the chemical formula C6H7BO2. The compound can be used in various organic synthesis reactions and as a building block for other chemical compounds.
Automatically generated - may contain errors
Lab products found in correlation
Tetrahydrofuran, by Merck Group (7 mentions)
Sodium hydroxide (naoh), by Merck Group (7 mentions)
Iodobenzene, by Merck Group (5 mentions)
Potassium carbonate, by Merck Group (5 mentions)
Sodium bromide, by Merck Group (4 mentions)
Ethanol, by Merck Group (3 mentions)
Acetone, by Merck Group (3 mentions)
K2co3, by Merck Group (3 mentions)
Sodium tetrachloropalladate, by Merck Group (3 mentions)
Milli q plus system, by Merck Group (3 mentions)
Toluene, by Merck Group (3 mentions)
Sodium bicarbonate, by Merck Group (3 mentions)
Bromobenzene, by Merck Group (3 mentions)
Acetonitrile, by Merck Group (2 mentions)
Benzyl ether, by Merck Group (2 mentions)
4 bromobenzaldehyde, by Merck Group (2 mentions)
Aryl halides, by Merck Group (2 mentions)
Phenol, by Merck Group (2 mentions)
Ethyl acetate, by Merck Group (2 mentions)
L ascorbic acid, by Merck Group (2 mentions)
38 protocols using phenylboronic acid
1
Synthesis of Quinoline Derivatives
2
Multifunctional Nanocatalyst Synthesis and Characterization
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Bentonite clay, PVP-DVB, palladium chloride (PdCl2), FeCl2.4H2O, FeCl3.6H2O, ethanol (EtOH), acetic acid, hydrazine hydrate (NH2NH2), ammonia, phenylboronic acid, iodobenzene, chlorobenzene, bromobenzene, 4-nitrophenol (4-NP), sodium borohydride (NaBH4), potassium carbonate (K2CO3), and acetonitrile (MeCN), were obtained from Merck and Sigma-Aldrich. The prepared nanocatalyst was characterized by scanning electron microscopy (FE-SEM, TESCAN-MIRA3), transmission electron microscope (TEM, EM10 c–100 kV), and Fourier-transform infrared spectroscopy (FT‐IR, Bruker, Germany, RT-DLATGS detector). Nanocatalyst surface images and EDX-MAP spectra were obtained using the TESCAN MIRA III. Thermogravimetric analysis (TGA) was carried out by a thermal analyzer with a 20 °C/min heating rate in the temperature range of 25 to 1000 °C under compressed nitrogen flow. Also, the chemical composition of the nanocatalyst surface was analyzed using an X-ray photoelectron spectrometer (XPS, SPECS model UHV analysis system). The magnetic property of the prepared nanocatalyst was measured by a vibrating sample magnetometer (VSM) and the percentage of palladium metal immobilized on the substrate was measured using ICP analysis with ARL Model 3410. Finally, the reduction of 4-NP in the presence of the synthesized nanocatalyst was controlled by UV–vis spectroscopy.
3
Purification of Inorganic Chemicals
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All chemicals used were of A.R. grade. Phosphomolybdic acid, zirconium oxychloride, ammonia, palladium chloride, 1-iodo-2-nitrobenzene, phenylboronic acid, and dichloromethane were obtained from Merck and used as received without further purification.
4
Synthesis of Pyridylphenylene Polymer
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Nickel (II) acetylacetonate (Acros Organics, 97%), benzyl ether (Sigma-Aldrich, 98%), potassium phosphate (Merck, 99%), phenylboronic acid (Merck, 95%), and 4-bromobenzaldehyde (Merck, 99%) were used as received. N,N-dimethylformamide (Acros Organics, 99.8%, extra dry) was used without further purification. Acetone (99.5%) and ethanol (99.8%) were purchased from Sigma-Aldrich and used without purification. Hyperbranched pyridylphenylene polymer (PPP) was synthesized as described in [39 (link)]. According to size-exclusion chromatography (SEC), the average molecular weight of the polymer was 23,403 g/mol.
5
Synthesis of Phenylboronic Acid Derivative
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Phenylboronic acid and
glutamine as precursors were obtained from Sigma Aldrich. The other
chemicals such as H2SO4, Na2CO3, Na2SO4, and NaOH were obtained from
various suppliers, and they were of ACS grade. The dialysis tube was
obtained from Spectra/Por at 2 kDa of MW. Nitrocellulose filter paper
with 0.22 μm pore size was obtained from Sartorius. The chemicals
used in the assay and immunohistochemistry experiments are also mentioned
in the relevant sections. In all experiments, deionized water was
used at 18.2 MΩ.
glutamine as precursors were obtained from Sigma Aldrich. The other
chemicals such as H2SO4, Na2CO3, Na2SO4, and NaOH were obtained from
various suppliers, and they were of ACS grade. The dialysis tube was
obtained from Spectra/Por at 2 kDa of MW. Nitrocellulose filter paper
with 0.22 μm pore size was obtained from Sartorius. The chemicals
used in the assay and immunohistochemistry experiments are also mentioned
in the relevant sections. In all experiments, deionized water was
used at 18.2 MΩ.
6
Synthesis of Multifunctional Magnetic Nanoparticles
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FeCl3·6H2O, urea, FeSO4·7H2O, tetraethylorthosilicate (TEOS), PdCl2, phenylselenyl chloride, phenol, aryl halides, phenyl boronic acid, KOH, and K2CO3 obtained from Sigma-Aldrich (USA) were used as received. The solvents (toluene, acetone, ethyl acetate, and ethanol) of AR grade were dried and distilled before use according to standard procedures.33 Fe3O4@SiO2@SePh was synthesized according to a previously reported method.12 (link)
7
Quantification of 3-MCPD and 1,3-DCP in Soy Sauce
8
Suzuki Coupling of Aryl Halides
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For the Suzuki coupling reaction, a solution of 184 mg of phenylboronic
acid (≥97.0%, Sigma-Aldrich), 426 mg of potassium phosphate
tribasic (≥ 98.0%, Sigma-Aldrich), and 20 mL of ultrapure water
was added to a three-necked round bottom flask and stirred (450 rpm)
for 20 min. To this mixture 115 μL of iodobenzene (98.0%, Sigma-Aldrich)
and ca. 30 mg of Pd-modified carbon nanoparticles
were added while stirring. The mixture was stirred and refluxed in
a silicone oil bath at 80 °C for 6 h. After cooling, the organic
phase was extracted three times using 20 mL of ethyl acetate (Sigma-Aldrich)
and then dried using anhydrous sodium sulfate (Sigma-Aldrich). The
sodium sulfate was removed from the organic phase using 5–13
μm filter paper (Fisherbrand), and then the ethyl acetate was
evaporated. The powdered sample was dissolved in CDCl3 for 1H NMR analysis using a Bruker 400 MHz NMR spectrometer where
four scans were conducted with an acquisition time of 4.7 s and relaxation
delay of 2 s. Data were analyzed using Mestrenova software (version
14.0.0).
acid (≥97.0%, Sigma-Aldrich), 426 mg of potassium phosphate
tribasic (≥ 98.0%, Sigma-Aldrich), and 20 mL of ultrapure water
was added to a three-necked round bottom flask and stirred (450 rpm)
for 20 min. To this mixture 115 μL of iodobenzene (98.0%, Sigma-Aldrich)
and ca. 30 mg of Pd-modified carbon nanoparticles
were added while stirring. The mixture was stirred and refluxed in
a silicone oil bath at 80 °C for 6 h. After cooling, the organic
phase was extracted three times using 20 mL of ethyl acetate (Sigma-Aldrich)
and then dried using anhydrous sodium sulfate (Sigma-Aldrich). The
sodium sulfate was removed from the organic phase using 5–13
μm filter paper (Fisherbrand), and then the ethyl acetate was
evaporated. The powdered sample was dissolved in CDCl3 for 1H NMR analysis using a Bruker 400 MHz NMR spectrometer where
four scans were conducted with an acquisition time of 4.7 s and relaxation
delay of 2 s. Data were analyzed using Mestrenova software (version
14.0.0).
9
AmpC β-Lactamase Detection Protocol
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AmpC phenotype was specified by means of compound disk using cefoxitin (FOX), cefepime (CPM), CTX and CAZ disks (30 µg) alone and in combination with 400 µg of phenylboronic acid (BA) (SIGMA-ALDRICH, Fluka, China). The disk with BA and without BA was placed on the inoculated surface of the Mueller–Hinton agar plate (Himedia, India) by the standard disk diffusion method. The plates were then incubated overnight at 37°C in ambient air. An increase of ≥ 5 mm in zone diameter of CAZ, CTX, FOX and/or CPM tested in combination with BA (CAZ, CTX, FOX–BA and/or CPM –BA) versus CAZ, CTX, FOX and/or CPM alone was considered positive for AmpC β-lactamases (12 (link)).
10
Simple Synthesis of Aromatic Compounds
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Iodobenzene, eugenol, estragole, cinnamyl alcohol, linalool, and phenylboronic acid (Sigma Aldrich, Poznań, Poland) were used without purification or drying.
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