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2-Bromo-9,9-di-n-butylfluoren

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2-Bromo-9,9-di-n-butylfluoren Basic information

Product Name:
2-Bromo-9,9-di-n-butylfluoren
Synonyms:
  • 2-Bromo-9,9-di-n-butylfluoren
  • 2-Bromo-9,9-di-n-butylfluorene
  • 2-Bromo-9,9-dibutyl-9H-fluorene
  • 2-BROMO-9,9-DI-N-BUTYLLFLUORENE
  • 2-BroMo-9,9-dibutylfluorene
  • 9H-Fluorene, 2-bromo-9,9-dibutyl-
  • 2-Bromo-9,9-di-n-butylfluoren ISO 9001:2015 REACH
  • 2-Bromo-9,9-Dibutyfluorene
CAS:
88223-35-2
MF:
C21H25Br
MW:
357.33
Mol File:
88223-35-2.mol
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2-Bromo-9,9-di-n-butylfluoren Chemical Properties

Melting point:
55 °C
Boiling point:
434.6±24.0 °C(Predicted)
Density 
1.174±0.06 g/cm3(Predicted)
storage temp. 
Sealed in dry,Room Temperature
form 
powder to crystal
color 
White to Almost white
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Safety Information

HS Code 
2903.99.8001
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2-Bromo-9,9-di-n-butylfluoren Usage And Synthesis

Synthesis

15069-42-8

88223-35-2

9,9-bis(n-butyl)fluorene (26 g, 92 mmol) was used as raw material and mixed with N-bromosuccinimide (NBS, 16.5 g, 92 mmol) in acetone (200 mL). The reaction mixture was stirred at 80 °C for 3 h under nitrogen protection. After completion of the reaction, it was cooled to room temperature, the reaction solution was poured into cold water and extracted with dichloromethane (DCM, 3 x 200 mL). The organic layers were combined, washed with water, dried over anhydrous sodium sulfate, filtered and concentrated to dryness. The crude product was purified by silica gel short-column chromatography with petroleum ether as eluent to afford the target product 2-bromo-9,9-dibutylfluorene as a colorless solid (29.2 g, 92.7% yield); melting point 58-61 °C. 1H NMR (400 MHz, CDCl3) δ (ppm): 7.64-7.66 (m, 1H), 7.50-7.55 (m, 1H) , 7.43-7.47 (m, 2H), 7.31-7.34 (m, 3H), 1.88-1.96 (m, 4H), 1.03-1.12 (m, 4H), 0.68 (t, 6H, J=7.4Hz), 0.52-0.63 (m, 4H).

References

[1] Australian Journal of Chemistry, 2008, vol. 61, # 7, p. 541 - 546
[2] Chemistry - A European Journal, 2005, vol. 11, # 11, p. 3285 - 3293
[3] Dyes and Pigments, 2012, vol. 95, # 3, p. 679 - 688
[4] New Journal of Chemistry, 2015, vol. 39, # 2, p. 1038 - 1044
[5] Patent: KR101567837, 2015, B1. Location in patent: Paragraph 0201; 0204; 0205; 0217

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