Molecular Formula | C12H18BNO2 |
Molar Mass | 219.09 |
Density | 1.05±0.1 g/cm3(Predicted) |
Melting Point | 165-169 °C (lit.) |
Boling Point | 340.0±25.0 °C(Predicted) |
Flash Point | 159.4°C |
Water Solubility | Insoluble |
Solubility | Chloroform |
Vapor Presure | 8.87E-05mmHg at 25°C |
Appearance | White Powder |
Color | Almost white to light beige |
pKa | 4.24±0.10(Predicted) |
Storage Condition | Keep in dark place,Sealed in dry,Room Temperature |
Refractive Index | 1.516 |
MDL | MFCD02093721 |
Hazard Symbols | Xi - Irritant |
Risk Codes | 36/37/38 - Irritating to eyes, respiratory system and skin. |
Safety Description | S26 - In case of contact with eyes, rinse immediately with plenty of water and seek medical advice. S36 - Wear suitable protective clothing. S37/39 - Wear suitable gloves and eye/face protection |
WGK Germany | 3 |
TSCA | No |
HS Code | 29319090 |
Hazard Class | IRRITANT |
Uses | 4-aminophenylborate pinacol ester as an intermediate in the synthesis of drugs and organic light-emitting materials (LED). Aryl boric acid can be used as a safe and environmentally friendly new arylation reagent, which is widely used in the scientific research and production of various fine chemicals with aryl structures such as medicine, pesticides, advanced materials, etc. The reaction of arylboronic acid and halides plays an important role in the synthesis of drugs today. This kind of reaction was first proposed by the Japanese scientist Suzuki team and won the Nobel Prize in Chemistry in 2010. Widely used in the preparation and coupling reaction of pharmaceutical intermediates |
Preparation | Add potassium acetate (1.71g,17.4mmol) to the stirred solution of 4-bromoaniline (1.0g,5.8mmol) and bis (pinacol) diboron (1.78g,7.0mmol) in dioxane (15.0mL). The reaction mixture was degassing with nitrogen for 30.0min and PdCl2(dppf)(0.21g,0.3mmol) was added. The reaction was stirred at 100 ℃ for 6 hours. The reaction progress was monitored by TLC. After the reaction is completed, the dioxane is distilled from the reaction mixture, the residue is quenched with water, and the compound is extracted with ethyl acetate. The crude compound was obtained by concentrating the organic layer under reduced pressure, and the crude compound was purified by Combi-flashTM column chromatography (4.0g column) to elute 20% ethyl acetate in hexane as a light yellow solid to obtain 4-aminophenylborate pinacol ester (0.65g,50.78%). MS:220.20[M 1]. |