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342297

Sigma-Aldrich

2,7-Dibromofluorene

97%

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About This Item

Formule empirique (notation de Hill):
C13H8Br2
Numéro CAS:
16433-88-8
Poids moléculaire :
324.01
Numéro MDL:
MFCD00019048
Code UNSPSC :
12352100
ID de substance PubChem :
24861049
Nomenclature NACRES :
NA.22

Pureté

97%

Pf

164-166 °C (lit.)

Chaîne SMILES 

Brc1ccc-2c(Cc3cc(Br)ccc-23)c1

InChI

1S/C13H8Br2/c14-10-1-3-12-8(6-10)5-9-7-11(15)2-4-13(9)12/h1-4,6-7H,5H2

Clé InChI

AVXFJPFSWLMKSG-UHFFFAOYSA-N

Catégories apparentées

Description générale

2,7-Dibromofluorene is a halogenated polycyclic aromatic compound and its vapour pressure has been measured using the Knudsen effusion method.

Application

2,7-Dibromofluorene was used as a template for the N-carbazole capped oligofluorenes which show potential as hole-transporting materials for organic light emitting devices (OLEDs). It may be used in the synthesis of conjugated polymer, poly[9,9′-bis(6′′-N,N,N-trimethylammonium)hexyl)fluorene-co-alt-4,7-(2,1,3-benzothiadiazole) dibromide] (PFBT), used in label-free DNA microarrays. It was used in the preparartion of blue photoluminescent unsymmetrically substituted polyfluorene. It was also used in the preparation of 2,7-dibromofluorene monomers containing benzyl ether dendrons (generations 1, 2 and 3) in the 9,9′-position of the fluorene ring, such as:
  • 9,9-bis[(3,5-bis(benzyloxy)benzyloxy)methyl]-2,7-dibromofluorene
  • 9,9-bis[(3,5-bis(3,5-bis(benzyloxy)benzyloxy)benzyloxy)-methyl] 2,7-dibromo-fluorene
  • 9,9-bis[(3,5-bis(3,5-bis(3,5-bis(benzyloxy)benzyloxy)benzyloxy) benzyloxy)-methyl]-2,7-dibromofluorene

Pictogrammes

Exclamation mark
GHS07

Mention d'avertissement

Warning

Mentions de danger

H315,H319,H335

Classification des risques

Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3

Organes cibles

Respiratory system

Code de la classe de stockage

11 - Combustible Solids

Classe de danger pour l'eau (WGK)

WGK 3

Point d'éclair (°F)

Not applicable

Point d'éclair (°C)

Not applicable

Équipement de protection individuelle

dust mask type N95 (US), Eyeshields, Gloves

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H Z Tang et al.
Chemical communications (Cambridge, England), (23)(23), 2426-2427 (2002-09-25)
The first unsymmetrically substituted polyfluorene bearing a bulky poly(benzyl ether) dendron and less bulky 3,6-dioxaoctyl groups in the 9-position was designed and synthesized, which gives almost a pure bluish photoluminescence with negligible weak greenish excimer emission around 520 nm even
Jinxia Fu et al.
Environmental toxicology and chemistry, 31(3), 486-493 (2011-12-06)
Knowledge of vapor pressure of organic pollutants is essential in predicting their fate and transport in the environment. In the present study, the vapor pressures of 12 halogenated polycyclic aromatic compounds (PACs), 9-chlorofluorene, 2,7-dichlorofluorene, 2-bromofluorene, 9-bromofluorene, 2,7-dibromofluorene, 2-bromoanthracene, 9-chlorophenanthrene, 9-bromophenanthrene
Tetrahedron Letters, 48, 89-89 (2007)
D Marsitzky et al.
Journal of the American Chemical Society, 123(29), 6965-6972 (2001-07-19)
The synthesis and characterization of complex dendritic, rigid rod poly-2,7-fluorene homopolymers and copolymers via a macromonomer approach is reported. Several 2,7-dibromofluorene monomers containing benzyl ether dendrons (generations 1, 2, and 3) in the 9,9'-position of the fluorene ring were prepared
Bin Liu et al.
Nature protocols, 1(4), 1698-1702 (2007-05-10)
We describe the synthesis of poly[9,9'-bis(6''-N,N,N-trimethylammonium)hexyl)fluorene-co-alt-4,7-(2,1,3-benzothiadiazole) dibromide] (PFBT), a cationic, water-soluble conjugated polymer used in label-free DNA microarrays. This polymer was designed to have a maximum absorbance of close to 488 nm, which meets the excitation wavelength of most commercial
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