| Identification | More | [Name]
3-Hydroxyphenylboronic acid | [CAS]
87199-18-6 | [Synonyms]
3-HYDROXYBENZENEBORONIC ACID
3-HYDROXYPHENYLBORONIC ACID
AKOS BRN-0182
M-HYDROXYPHENYLBORONIC ACID
RARECHEM AH PB 0221
3-Boronophenol~3-Hydroxyphenylboronic acid
3-Hydroxybenzeneboronicacid,97%
3-Hydroxyphenylboronic
3-boronophenol
3-hydroxyphenylboric acid
3-HYDROXYPHENYLBORONIC ACID 97%
3-Hydroxyphenylboronic Acid (contains varying amounts of Anhydride) | [Molecular Formula]
C6H7BO3 | [MDL Number]
MFCD01074603 | [Molecular Weight]
137.93 | [MOL File]
87199-18-6.mol |
| Chemical Properties | Back Directory | [Appearance]
white to light yellow crystal powder | [Melting point ]
210-213 °C (dec.) (lit.) | [Boiling point ]
370.0±44.0 °C(Predicted) | [density ]
1.32±0.1 g/cm3(Predicted) | [storage temp. ]
Keep in dark place,Sealed in dry,Room Temperature | [form ]
Crystalline Powder, Crystals and/or Chunks | [pka]
pK1:8.55;pK2:10.84 (25°C) | [color ]
Pink to gray to tan | [BRN ]
3240771 | [InChI]
InChI=1S/C6H7BO3/c8-6-3-1-2-5(4-6)7(9)10/h1-4,8-10H | [InChIKey]
WFWQWTPAPNEOFE-UHFFFAOYSA-N | [SMILES]
B(C1=CC=CC(O)=C1)(O)O | [CAS DataBase Reference]
87199-18-6(CAS DataBase Reference) |
| Safety Data | Back Directory | [Hazard Codes ]
Xi | [Risk Statements ]
R36/37/38:Irritating to eyes, respiratory system and skin . | [Safety Statements ]
S37/39:Wear suitable gloves and eye/face protection .
S26:In case of contact with eyes, rinse immediately with plenty of water and seek medical advice . | [WGK Germany ]
3
| [Hazard Note ]
Irritant | [HazardClass ]
IRRITANT | [HS Code ]
29319099 |
| Hazard Information | Back Directory | [Chemical Properties]
white to light yellow crystal powder | [Uses]
suzuki reaction | [Synthesis]
(vi) Preparation of 3-hydroxyphenylboronic acid: m-Bromophenol (8.65 g, 50 mmol) was dissolved in anhydrous tetrahydrofuran (150 mL) and sodium hydride (60%, 2.4 g, 60 mmol) was added at room temperature. After 1 hour of reaction, sec-butyl lithium (1.3 M, 50 mL, 65 mmol) was added slowly and dropwise to the reaction solution at -78 °C. Stirring was continued at this temperature for 30 min, followed by the addition of trimethyl borate (15 mL). The reaction system was gradually warmed to room temperature and maintained for 2 hours. Upon completion of the reaction, the reaction was quenched with deionized water (50 mL) and extracted with dichloromethane (2 x 100 mL). The organic phases were combined, dried with anhydrous magnesium sulfate and concentrated under reduced pressure to afford 3-hydroxyphenylboronic acid as a white solid (4.0 g, 58% yield), and the product was used directly in the subsequent Suzuki coupling reaction without further purification. | [References]
[1] Patent: US2003/187022, 2003, A1 |
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