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| | 2-Aminophenylboronic acid Basic information |
| | 2-Aminophenylboronic acid Chemical Properties |
| Melting point | 188-190°C | | Boiling point | 346.9±44.0 °C(Predicted) | | density | 1.23±0.1 g/cm3(Predicted) | | storage temp. | under inert gas (nitrogen or Argon) at 2–8 °C | | form | solid | | pka | 8.83±0.53(Predicted) | | color | light yellow | | BRN | 2962939 | | CAS DataBase Reference | 5570-18-3(CAS DataBase Reference) |
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ALFA
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| | 2-Aminophenylboronic acid Usage And Synthesis |
| Chemical Properties | Crystalline powder | | Uses | 2-Aminobenzeneboronic acid derivative is used in the synthesis of quinolines by reacting with alpha, beta unsaturated ketones. Its hydrochloride derivative is used in the preparation of designed boronate ligands for glucose-selective holographic sensors. | | Uses | 2-Aminophenylboronic acid is used in the preparation of affinity sites for antibacterial drugs like ampicillin. A useful synthesis intermediate. | | Synthesis | General procedure for the synthesis of 2-aminophenylboronic acid from 2-nitrophenylboronic acid: (i) Preparation of 2-aminophenylboronic acid: 2-nitrophenylboronic acid (500 mg, 2.99 mmol) was dissolved in methanol (10 mL) and 10% Pd/C (250 mg) was added. The reaction mixture was stirred at atmospheric pressure for 2 h under hydrogen atmosphere. Upon completion of the reaction, the catalyst was removed by diatomaceous earth filtration and the filtrate was concentrated under reduced pressure. The residue was purified by column chromatography (silica gel, dichloromethane solution of 0-50% CMA) to afford the target compound 2-aminophenylboronic acid (182 mg).1H NMR (300 MHz, CD3OD) δ 6.69-7.75 (m, 4H). | | References | [1] Patent: CN103214489, 2016, B. Location in patent: Paragraph 0063-0064
[2] Journal of the American Chemical Society, 1994, vol. 116, # 17, p. 7597 - 7605
[3] Patent: US2005/192310, 2005, A1. Location in patent: Page/Page column 47
[4] Patent: US8324264, 2012, B1. Location in patent: Page/Page column 116
[5] Patent: EP2712863, 2014, A1. Location in patent: Paragraph 0184-0185 |
| | 2-Aminophenylboronic acid Preparation Products And Raw materials |
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