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2-Bromo-9,9-diphenyl-9H-fluorene

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2-Bromo-9,9-diphenyl-9H-fluorene Basic information

Product Name:
2-Bromo-9,9-diphenyl-9H-fluorene
Synonyms:
  • 9H-Fluorene, 2-bromo-9,9-diphenyl-
  • 2-bromo-9,9-diphenylfluorene
  • 2-bromo-9,9-diphenyl-fluororene
  • 2-Bromo-9,5-diphenylfluorene
  • 2--9,9--
  • 2-Bromo-9,9-diphenyl
  • 2-BroMo-9,9-diphenyl-9H-fluorene
  • 2-Dibromo-9,9-diphenylfluorene
CAS:
474918-32-6
MF:
C25H17Br
MW:
397.31
EINECS:
1312995-182-4
Product Categories:
  • OLED materials,pharm chemical,electronic
  • Fluorene Derivatives
  • OLED
Mol File:
474918-32-6.mol
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2-Bromo-9,9-diphenyl-9H-fluorene Chemical Properties

Melting point:
217.0 to 221.0 °C
Boiling point:
480.5±24.0 °C(Predicted)
Density 
1.363±0.06 g/cm3(Predicted)
storage temp. 
Sealed in dry,Room Temperature
solubility 
soluble in Toluene
form 
powder to crystal
color 
White to Almost white
CAS DataBase Reference
474918-32-6
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Safety Information

HS Code 
2903998090
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2-Bromo-9,9-diphenyl-9H-fluorene Usage And Synthesis

Uses

2-Bromo-9,9-dimethylfluorene is a fluorene derivative which shows π-electron conjugation. It has a high fluorescent and high electron delocalization. It can be used as a non-linear optical (NLO) material. 2-bromo-9, 9-diphenylfluorene can be synthesized by using 2-bromofluorene and iodomethane as the major reactants. It can be majorly used in organic electronic based applications.

Description

2-bromo-9, 9-diphenylfluorene (2-Bromo-9,9-diphenyl-9H-fluorene) appears as an off-white solid. It belongs to the fluorene group compound. It is a kind of OLED (organic light-emitting diodes) intermediate. It can be used for the production of 9, 9-diphenylfluorene-capped oligothiophenes which can be used as active materials such as filed-effect transistors and light-emitting diodes.

Chemical Properties

off-white powder

Synthesis

10 g (30 mmol) of 2-bromo-9-phenyl-9H-fluoren-9-ol was dissolved in 60 ml of benzene, and 2.4 ml (45 mmol) of concentrated sulfuric acid diluted with a small amount of benzene was added to the solution. The mixture was stirred for 5 hours at 80?? C, and after evaporating the benzene, 1 N sodium hydroxide solution was added to the remaining solution to a pH of around 7. The mixture was extracted 3 times with ethyl acetate (40 ml). The collected organic layer was dried with magnesium sulfate, and the residue obtained by evaporating the solvent was separated and purified by silica gel column chromatography. 6 g of 2-Bromo-9,9-diphenyl-9H-fluorene (yield: 50%). 

References

(2015). Synthesis method of 2-bromo-9, 9-diphenylfluorene, Google Patents.
Wong, Ken-Tsung, et al. "Synthesis and properties of novel thiophene-based conjugated homologues: 9, 9-diphenylfluorene-capped oligothiophenes."Organic letters 4.25 (2002): 4439-4442.

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