Your Location：Home >Products >OLED intermediates >Fluorenes >28320-31-2
Product Details
| Description | 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. It can be synthesized by using 2-bromofluorene and iodomethane as the major reactants. It can be majorly used in organic electronic based applications. |
|
Uses |
2-Bromo-9,9-dimethylfluorene can be used as a conducting polymer in the fabrication of a variety of devices which include photoelectronic devices, organic light emitting diodes (OLEDs) and organic solar cells (OSCs). |
InChI:InChI=1/C15H13Br/c1-15(2)13-6-4-3-5-11(13)12-8-7-10(16)9-14(12)15/h3-9H,1-2H3
Polymerizations were carried out in a one-pot fashion where the molar ratio of TT relative to Fl was biased, ideally generating bis(trimethylstannyl) macromolecules. Various ECRs (bromobenzene, 4-bromotoluene, 4-(trifluoromethyl) bromobenzene, 4,4′-bromobiphenyl, 2-bromo-9,9-dimethylfluorene, iodobenzene, 4-iodotoluene, and 4,4′-iodobiphenyl) differing in reactivity were employed in the one-pot reaction.
9,9-Dimethylfluorene analogues of some basic triphenylmethane dyes have been prepared and their absorption spectra have been determined. The extended quinonoid system in 9,9-dimethylfluorene is more energetically favoured than that in biphenyl, but in these dyes the mesomeric effect is not readily transmitted through the fluorenyl system.
From this perspective, it is not surprising 4,4′-bromobiphenyl and 2-bromo-9,9-dimethylfluorene perform most effectively, considering their structural similarity—and thus comparable …
9,9-dimethyl-9H-fluorene
2-bromo-9,9-dimethyl-9H-fluorene
| Conditions | Yield |
|---|---|
|
With sodium bromate; hydrogen bromide; trimethylbenzylammonium bromide; In dichloromethane; water; at 10 - 20 ℃; for 1.5h; under 760.051 Torr;
|
90% |
|
With N-Bromosuccinimide; In dichloromethane; at 20 ℃; for 24h;
|
78% |
|
With bromine; iron(III) chloride; In water; at 20 ℃; for 13h; Heating / reflux;
|
20% |
|
With bromine;
|
2-bromo-9H-fluorene
methyl iodide
2-bromo-9,9-dimethyl-9H-fluorene
| Conditions | Yield |
|---|---|
|
2-bromo-9H-fluorene; With potassium tert-butylate; In tetrahydrofuran; at 0 ℃; for 0.166667h;
methyl iodide; In tetrahydrofuran; at 0 - 20 ℃;
|
99% |
|
With N-benzyl-N,N,N-triethylammonium chloride; sodium hydroxide; In dimethyl sulfoxide; at 0 ℃; for 0.5h;
|
99% |
|
With potassium hydroxide; potassium iodide; In dimethyl sulfoxide; at 20 ℃; for 48h;
|
97% |
|
2-bromo-9H-fluorene; With potassium hydroxide; potassium iodide; In dimethyl sulfoxide; for 0.5h;
methyl iodide; In dimethyl sulfoxide; at 20 ℃; for 48h;
|
97% |
|
With triethylamine hydrochloride; sodium hydroxide; In dimethyl sulfoxide; at 20 ℃;
|
96% |
|
With potassium tert-butylate; In dimethyl sulfoxide; at 20 - 80 ℃; for 13h; Inert atmosphere;
|
96.9% |
|
2-bromo-9H-fluorene; With sodium t-butanolate; In tetrahydrofuran; at 0 - 20 ℃; for 1.5h; Inert atmosphere;
methyl iodide; In tetrahydrofuran; for 2h;
|
95.1% |
|
With sodium hydroxide; In dimethyl sulfoxide; Inert atmosphere;
|
94% |
|
With potassium iodide; potassium hydroxide; In dimethyl sulfoxide; at 20 - 60 ℃; Inert atmosphere;
|
93% |
|
With potassium hydroxide; potassium iodide; In dimethyl sulfoxide; at 20 ℃;
|
92% |
|
With sodium hydroxide; N-benzyl-N,N,N-triethylammonium chloride; In dimethyl sulfoxide; for 18h;
|
89% |
|
With potassium tert-butylate; In tetrahydrofuran; at 5 - 20 ℃; for 5h;
|
87% |
|
With potassium iodide; potassium hydroxide; In dimethyl sulfoxide; at 20 ℃; for 24h;
|
87.5% |
|
With potassium iodide; potassium hydroxide; In dimethyl sulfoxide; at 20 ℃; for 24h;
|
86% |
|
2-bromo-9H-fluorene; With sodium hydroxide; In dimethyl sulfoxide; at 20 ℃; for 1h;
methyl iodide; In dimethyl sulfoxide; at 20 ℃; for 4h;
|
80% |
|
With tetrabutylammomium bromide; sodium hydroxide; In water; dimethyl sulfoxide; at 45 ℃; for 2h;
|
80% |
|
With sodium hydroxide; N-benzyl-trimethylammonium hydroxide; In methanol; Heating;
|
76.2% |
|
With potassium tert-butylate; In tetrahydrofuran; at 0 - 20 ℃; for 6.5h;
|
75% |
|
With potassium tert-butylate; potassium iodide; In dimethyl sulfoxide; at 20 ℃;
|
73% |
|
With sodium methylate;
|
|
|
2-bromo-9H-fluorene; With sodium hydride; In DMF (N,N-dimethyl-formamide); at 25 ℃; for 1h;
methyl iodide; In DMF (N,N-dimethyl-formamide); water; at 25 ℃; for 9h;
|
|
|
With potassium tert-butylate; In hexane; water; dimethyl sulfoxide;
|
|
|
2-bromo-9H-fluorene; With potassium hydroxide; In dimethyl sulfoxide;
methyl iodide; In dimethyl sulfoxide; at 25 ℃;
With water; In dimethyl sulfoxide;
|
|
|
With potassium iodide; potassium hydroxide; In dimethyl sulfoxide; at 30 ℃; for 12h;
|
|
|
With potassium hydroxide; potassium iodide; In dimethyl sulfoxide; at 10 - 30 ℃;
|
|
|
With N-benzyl-N,N,N-triethylammonium chloride; sodium hydroxide; In dimethyl sulfoxide; for 18h; Product distribution / selectivity; Inert atmosphere;
|
|
|
With N-benzyl-N,N,N-triethylammonium chloride; sodium hydroxide; In water; dimethyl sulfoxide; at 20 ℃;
|
|
|
2-bromo-9H-fluorene; With potassium hydroxide; In dimethyl sulfoxide; at 0 ℃; for 1h; Inert atmosphere;
methyl iodide; In dimethyl sulfoxide;
|
|
|
With potassium hydroxide; In dimethyl sulfoxide;
|
|
|
With potassium hydroxide; In dimethyl sulfoxide; for 24h;
|
9,9-dimethyl-9H-fluorene
2-bromo-9H-fluorene
methyl iodide
9,9-dimethyl-9H-fluorene-2-carboxylic acid
9,9-dimethyl-9H-fluoren-2-yl-2-boronic acid
N-phenyl-(9,9-dimethyl-9H-fluoren-2-yl)amine
C33H28N2
CAS:15155-41-6
Molecular Formula:C6H2Br2N2S
Molecular Weight:293.97
CAS:120-74-1
Molecular Formula:C<sub>8</sub>H<sub>10</sub>O<sub>2</sub>
Molecular Weight:138.16
CAS:1001911-63-2
Molecular Formula:C<sub>18</sub> H<sub>14</sub> BNO<sub>2</sub>
Molecular Weight:287.1
