28320-31-2

  • Product Name2-Bromo-9,9-dimethylfluorene
  • Molecular FormulaC15H13Br
  • Molecular Weight273.17
  • Purity99%
  • Appearanceoff kind of white crystallization
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Product Details

Quick Details

  • CasNo: 28320-31-2
  • Molecular Formula: C15H13Br
  • Appearance: off kind of white crystallization
  • Purity: 99%

High Purity Pharmaceutical Intermediates 2-Bromo-9,9-dimethylfluorene 28320-31-2

  • Molecular Formula:C15H13Br
  • Molecular Weight:273.172
  • Appearance/Colour:off kind of white crystallization 
  • Vapor Pressure:0mmHg at 25°C 
  • Melting Point:68 °C 
  • Refractive Index:1.615 
  • Boiling Point:352.9 °C at 760 mmHg 
  • Flash Point:165.097 °C 
  • PSA:0.00000 
  • Density:1.346 g/cm3 
  • LogP:4.75540 

2-Bromo-9,9-dimethylfluorene(Cas 28320-31-2) Usage

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

28320-31-2 Relevant articles

A one-pot strategy to improve end-capping efficacy in Stille poly-condensations

Jared D. Harris a  and  Kenneth R. Carter

, Polymer Chemistry, 2018

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.

Extended conjugation in di-and tri-arylmethanes. Part I. Electronic absorption spectra of 9, 9-dimethylfluorene analogues of crystal violet and malachite green

G Hallas, JD Hepworth, DR Waring

Journal of the Chemical Society B: Physical Organic, Issue 0, 1970

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.

A one-pot strategy to improve end-capping efficacy in Stille poly-condensations

Tamaki,Tanaka,Asuncion,Choi,Laine

Polymer Chemistry, Issue 9, 2018

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 …

28320-31-2 Process route

9,9-dimethyl-9H-fluorene
4569-45-3

9,9-dimethyl-9H-fluorene

2-bromo-9,9-dimethyl-9H-fluorene
28320-31-2

2-bromo-9,9-dimethyl-9H-fluorene

Conditions
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
1133-80-8

2-bromo-9H-fluorene

methyl iodide
74-88-4

methyl iodide

2-bromo-9,9-dimethyl-9H-fluorene
28320-31-2

2-bromo-9,9-dimethyl-9H-fluorene

Conditions
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;
 

28320-31-2 Upstream products

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  • 74-88-4
    74-88-4

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