- 4-Bromophenylboronic acid
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- $34.00 / 1kg
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2025-09-25
- CAS:5467-74-3
- Min. Order: 1kg
- Purity: 99%
- Supply Ability: g-kg-tons, free sample is available
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| | 4-Bromophenylboronic acid Basic information |
| | 4-Bromophenylboronic acid Chemical Properties |
| Melting point | 284-288 °C (lit.) | | Boiling point | 315.0±44.0 °C(Predicted) | | density | 1.67±0.1 g/cm3(Predicted) | | storage temp. | Keep in dark place,Sealed in dry,Room Temperature | | form | Crystalline Powder | | pka | 8.32±0.10(Predicted) | | color | Off-white to light beige | | Water Solubility | Soluble in methanol. Insoluble in water. | | BRN | 2936347 | | InChI | InChI=1S/C6H6BBrO2/c8-6-3-1-5(2-4-6)7(9)10/h1-4,9-10H | | InChIKey | QBLFZIBJXUQVRF-UHFFFAOYSA-N | | SMILES | B(C1=CC=C(Br)C=C1)(O)O | | CAS DataBase Reference | 5467-74-3(CAS DataBase Reference) |
| Hazard Codes | Xi | | Risk Statements | 36/37/38-22 | | Safety Statements | 26-36-37/39 | | WGK Germany | 3 | | RTECS | CY8650000 | | TSCA | T | | HazardClass | IRRITANT | | HS Code | 29319090 | | Storage Class | 11 - Combustible Solids | | Hazard Classifications | Eye Irrit. 2
Skin Irrit. 2
STOT SE 3 |
| | 4-Bromophenylboronic acid Usage And Synthesis |
| Chemical Properties | white to light yellow crystal powde | | Uses | suzuki reaction | | Uses | 4-Bromobenzeneboronic acid is a reagent used for Palladium catalyzed Suzuki-Miyaura cross-couplings, Tandem-type Pd(II)-catalyzed oxidative Heck reaction and intramolecular C-H amidation sequence. It is also used in the preparation of Protein modulators and enzymatic and kinase inhibitors, Gallate-based obovatol analogs with potential anti-tumor activity. It is used as a reagent for Copper-mediated ligandless aerobic fluoroalkylation of arylboronic acids with fluoroalkyl iodides, Pd-catalyzed arylative cyclization of alkyne-tethered enals or enones via carbopalladation of alkynes, Copper-catalyzed cross-couplings. | | Uses | Labelled 4-Bromophenylboronic Acid (B686545). 4-Bromophenylboric acid is used in the preparation of arylboronates as inhibitors of fatty acid amide hydrolase. | | Synthesis | GENERAL METHOD: 4-Bromoaniline (0.5 mmol, 1.0 eq.) was dissolved in methanol (1.0 mL), hydrochloric acid (0.5 mL, 1.5 mmol, 3.0 eq.) and water (0.5 mL) were added. The reaction mixture was stirred for 2 min and then sodium nitrite solution (0.25 mL, prepared by dissolving 35 mg of sodium nitrite in 0.25 mL of water) was added. Stir at 0-5 °C for 30 min, followed by the addition of hydrochloric acid (135 mg, 1.5 mmol, 3.0 equiv) in methanol (1.0 mL). Stirring was continued for 60 min. After completion of the reaction, it was diluted with water (10 mL) and extracted with dichloromethane (50 mL, 3 times). The organic layers were combined, dried over anhydrous sodium sulfate and concentrated under reduced pressure to give 4-bromophenylboronic acid. | | References | [1] Synlett, 2014, vol. 25, # 11, p. 1577 - 1584
[2] Chemistry - A European Journal, 2014, vol. 20, # 22, p. 6608 - 6612 |
| | 4-Bromophenylboronic acid Preparation Products And Raw materials |
| Raw materials | Water-->4-Bromoaniline-->Triisopropyl borate-->1,4-Dibromobenzene-->POTASSIUM 4-BROMOPHENYLTRIFLUOROBORATE-->TETRAHYDROXYDIBORON-->Sodium nitrite-->Hydrochloric acid | | Preparation Products | 4-Bromobiphenyl-->1533432-50-6-->1-(4-Bromophenyl)-naphthlene-->4-BROMO-4'-METHOXYBENZOPHENONE-->4'-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)biphenyl-4-carbonitrile-->1-BROMO-4-(2,2-DIFLUOROVINYL)BENZENE-->4-BROMODIPHENYLMETHANE-->5,11-dihydro-5-phenylindolo[3,2-b]carbazole-->METHYL 4'-BROMO[1,1'-BIPHENYL]-4-CARBOXYLATE-->4-Cyclopropyl-benzeneboronic acid-->1-Bromo-4-(phenylsulfonyl)benzene-->4-Bromo diphenylacetylene-->POTASSIUM 4-BROMOPHENYLTRIFLUOROBORATE |
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