| Identification | More | [Name]
2-Carboxyphenylboronic acid | [CAS]
149105-19-1 | [Synonyms]
2-BORONOBENZOIC ACID
2-CARBOXYBENZENEBORONIC ACID
2-CARBOXYPHENYLBORONIC ACID
(2-DIHYDROXYBORONYL)BENZOIC ACID
2-(DIHYDROXYBORYL)BENZOIC ACID
O-CARBOXYPHENYLBORONIC ACID
RARECHEM AH PB 0146
2-CarboxyphenylboronicAcid97+%
2-Carboxyphenylboronic acid ,98% | [EINECS(EC#)]
640-144-7 | [Molecular Formula]
C7H7BO4 | [MDL Number]
MFCD01318118 | [Molecular Weight]
165.94 | [MOL File]
149105-19-1.mol |
| Chemical Properties | Back Directory | [Appearance]
White powder | [Melting point ]
138-141°C | [Boiling point ]
412.3±47.0 °C(Predicted) | [density ]
1.40±0.1 g/cm3(Predicted) | [storage temp. ]
Keep Cold | [solubility ]
soluble in Methanol | [form ]
powder to crystal | [pka]
4.27±0.36(Predicted) | [color ]
White to Almost white | [Detection Methods]
NMR | [BRN ]
2835407 | [InChIKey]
KWNPRVWFJOSGMZ-UHFFFAOYSA-N | [CAS DataBase Reference]
149105-19-1(CAS DataBase Reference) |
| Safety Data | Back Directory | [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 .
S36:Wear suitable protective clothing . | [Hazard Note ]
Irritant/Keep Cold | [HazardClass ]
IRRITANT | [HS Code ]
29319090 |
| Hazard Information | Back Directory | [Chemical Properties]
White powder | [Uses]
2-Carboxyphenylboronic acid is used in the studies on a new class of carbohydrate-binding boronic acids called the boronophthalide; a sugar-binding boronic acids that is soluble and capable of complexing glycosides in neutral water. | [Synthesis]
The o-bromophenylboronic acid trimer was dissolved in 600 mL of anhydrous tetrahydrofuran under nitrogen protection. After homogenization, the solution was transferred to a 2 L three-neck flask and cooled to -10 °C. Under the condition of maintaining temperature, 1.2 L of 1 M isopropylmagnesium chloride solution (1.2 moles) was added slowly and dropwise. After the dropwise addition, the reaction was continued to be stirred at -10 °C for 1-3 hours. Subsequently, the reaction system was allowed to warm up naturally to room temperature and stirring was continued for 2-5 hours. The reaction system was cooled to 0 °C again, dry ice was added in three batches, the reaction was stirred and the reaction progress was monitored by TLC. Upon completion of the reaction, the reaction was quenched with 15% aqueous hydrochloric acid, the pH was adjusted to 1-2, and stirring was continued for 3-5 hours at room temperature to ensure complete hydrolysis of the trimer. After precipitation of the solid, it was filtered and recrystallized from a mixed solvent of water and ethanol to give 81.4 g of white solid o-carboxyphenylboronic acid with HPLC purity of 98.4%. The overall yield of the two-step reaction was 49%. | [References]
[1] Patent: CN104844643, 2017, B. Location in patent: Paragraph 0032; 0033 |
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