| Identification | More | [Name]
2-Aminophenylboronic acid | [CAS]
5570-18-3 | [Synonyms]
2-AMINOBENZENEBORONIC ACID
2-AMINOPHENYLBORONIC ACID
CHEMBRDG-BB 3201036
2-Aminobenzeneboronic acid hydrochloride
2-AMINOPHENYLBORONIC ACID 2-AMINOPHENYLBORONIC ACID, HYDROCHLORIDE
2-Aminobenzeneboronicacid,96%
2-Aminophenylboronic acid HCl Salt | [Molecular Formula]
C6H8BNO2 | [MDL Number]
MFCD01074645 | [Molecular Weight]
136.94 | [MOL File]
5570-18-3.mol |
| Safety Data | Back Directory | [Symbol(GHS) ]
GHS07 | [Signal word ]
Warning | [Hazard statements ]
H315-H319-H335 | [Precautionary statements ]
P261-P280a-P304+P340-P305+P351+P338-P405-P501a | [Hazard Codes ]
Xi,Xn | [Risk Statements ]
R36/37/38:Irritating to eyes, respiratory system and skin .
R20/21/22:Harmful by inhalation, in contact with skin and if swallowed . | [Safety Statements ]
S26:In case of contact with eyes, rinse immediately with plenty of water and seek medical advice .
S36/37/39:Wear suitable protective clothing, gloves and eye/face protection .
S37:Wear suitable gloves .
S36:Wear suitable protective clothing . | [Hazard Note ]
Harmful | [HS Code ]
29319090 |
| Hazard Information | Back Directory | [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. | [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 |
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