Basic information Safety Supplier Related

2-Furanboronic acid pinacol ester

Basic information Safety Supplier Related

2-Furanboronic acid pinacol ester Basic information

Product Name:
2-Furanboronic acid pinacol ester
Synonyms:
  • 2-furylboronic acid pinacol ester
  • AKOS BRN-1103
  • 2'-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)furan
  • 2-(2-FURYL)-4,4,5,5-TETRAMETHYL-1,3,2-DIOXABOROLANE
  • 2-Furylboronic acid pinacol ester~2-(2-Furyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane
  • 2-Furanboronic acid pinacol ester
  • FURAN-2-BORONIC ACID PINACOL CYCLIC ESTER
  • FURAN-2-BORONIC ACID PINACOL ESTER
CAS:
374790-93-9
MF:
C10H15BO3
MW:
194.04
EINECS:
000-000-0
Mol File:
374790-93-9.mol
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2-Furanboronic acid pinacol ester Chemical Properties

Boiling point:
255.0±13.0 °C(Predicted)
Density 
1.03±0.1 g/cm3(Predicted)
refractive index 
1.473-1.475
storage temp. 
Inert atmosphere,2-8°C
Appearance
Colorless to light yellow Solid-Liquid Mixture
BRN 
9045028
CAS DataBase Reference
374790-93-9(CAS DataBase Reference)
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Safety Information

Hazard Codes 
Xn,T
Risk Statements 
22-36/37/38-25
Safety Statements 
24/25-37/39-26-45
HS Code 
29321900

MSDS

  • Language:English Provider:ALFA
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2-Furanboronic acid pinacol ester Usage And Synthesis

Chemical Properties

Clear colorless to pale yellow liquid

Synthesis

584-12-3

61676-62-8

374790-93-9

The general procedure for the synthesis of 2-(2-furyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane from 2-bromofuran and isopropanol pinacol borate was as follows: at -78 °C, a hexane solution of n-butyllithium (n-BuLi, 1.6 M, 65 mL, 0.10 mol) was slowly added to a 2-bromofuran (11 g, 0.068 mol) tetrahydrofuran (THF, 200 mL) solution. The reaction mixture was stirred at 0 °C for 2 hours. Subsequently, the reaction mixture was slowly added to a solution of 2-isopropoxy-4,4,5,5-tetramethyl-1,3,2-dioxaborolane (13 g, 0.068 mol) in THF (150 mL) at the same temperature. The mixture was gradually warmed to room temperature and stirred overnight. Upon completion of the reaction, a small amount of methanol was added to quench the reaction. The resulting solution was washed three times with water and the organic phase was dried over anhydrous sodium sulfate and subsequently concentrated under reduced pressure. The crude product was purified by silica gel column chromatography using hexane as eluent to afford the target product 2-(2-furyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane.

References

[1] Polymer, 2012, vol. 53, # 20, p. 4380 - 4387

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