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9,9-Diphenylfluorene-2-Boronic acid pinacol ester

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9,9-Diphenylfluorene-2-Boronic acid pinacol ester Basic information

Product Name:
9,9-Diphenylfluorene-2-Boronic acid pinacol ester
Synonyms:
  • 9,9-Diphenylfluorene-2-Boronic acid pinacol ester
  • 2-(9,9-Diphenyl-9H-fluoren-2-yl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane
  • 9,9-Diphenyl-9H-fluoren-2-ylboronic acid pinacol ester
  • 2-(9,9-Diphenyl-9H-fluoren-2-yl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane
  • 9,9-Diphenylfluorene-2-Boronic acid picol ester
  • 2-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)-9,9-diphenylfluorene
  • diphenylfluorene
  • 2-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-9,9-diphenyl-9H-fluorene
CAS:
462128-39-8
MF:
C31H29BO2
MW:
444.37
Mol File:
462128-39-8.mol
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9,9-Diphenylfluorene-2-Boronic acid pinacol ester Chemical Properties

Melting point:
198.0 to 202.0 °C
Boiling point:
556.2±29.0 °C(Predicted)
Density 
1.17±0.1 g/cm3(Predicted)
storage temp. 
under inert gas (nitrogen or Argon) at 2-8°C
form 
powder to crystal
color 
White to Almost white
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Safety Information

HS Code 
2934.99.4400
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9,9-Diphenylfluorene-2-Boronic acid pinacol ester Usage And Synthesis

Synthesis

73183-34-3

474918-32-6

462128-39-8

The general procedure for the synthesis of 2-(9,9-diphenyl-9H-fluoren-2-yl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane from biphenylpinacol ester and 2-bromo-9,9-diphenylfluorene was carried out in the following manner: in a single-necked round-bottomed flask, 2-bromo-9,9-diphenyl-9H-fluorene (40 g, 100.67 mmol), biphenylpinacol ester (51.1 g, 201.34 mmol), PdCl2(dppf) (2.2 g, 3.02 mmol), KOAc (29.6 g, 302.01 mmol) and DMF (400 ml) were mixed and the reaction was carried out at reflux. Upon completion of the reaction, the mixture was extracted with dichloromethane and the organic phase was dried with anhydrous MgSO4, followed by removal of the solvent DMF under reduced pressure by rotary evaporator.The crude product was purified by column chromatography (silica gel as stationary phase, eluent hexane and dichloromethane in a 1:1 ratio, v/v/v/v) to afford the white solid product 2-(9,9-diphenyl-9H-fluoren-2-yl)-4,4,5,5-tetramethyl- 1,3,2-dioxaborolane (41 g, 91% yield).

References

[1] Patent: CN105408333, 2016, A. Location in patent: Paragraph 0212; 0213; 0214

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