4-Fluorobenzylboronic acid pinacol ester Chemical Properties

Boiling point:

275 °C

Density 

1.04

Flash point:

120 °C

storage temp. 

Inert atmosphere,Store in freezer, under -20°C

form 

liquid

color 

Colourless

Safety Information

HS Code 

2931900090

4-Fluorobenzylboronic acid pinacol ester Usage And Synthesis

Application

In scientific research, boron esters are primarily used as synthetic intermediates in transition metal-catalyzed cross-coupling reactions to construct structurally complex target compounds. In industrial production, boron esters have found wide applications in pharmaceuticals, pesticides, and materials.

Synthesis

Example 6: Under argon protection, magnesium shavings (16.8 mg, 0.7 mmol) were added to tetrahydrofuran (1 ml), followed by bis(pinacolato)borate (127.0 mg, 0.5 mmol) and p-fluorobenzyl chloride (162 μl, 1.35 mmol). Fe(acac)3 catalyst (3.5 mg, 0.010 mmol, 2 mol%) was added at 0 °C and the reaction was carried out for 3 hours. Upon completion of the reaction, the reaction was quenched with water and the reaction product was extracted with ethyl acetate. The yield of 4-fluorobenzylboronic acid pinacol ester was calculated to be 93% by gas chromatographic analysis.

References

[1] Patent: CN107903281, 2018, A. Location in patent: Paragraph 0028
[2] Green Chemistry, 2012, vol. 14, # 3, p. 661 - 667
[3] Journal of the American Chemical Society, 2014, vol. 136, # 27, p. 9521 - 9523

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