2-Bromo-9,9-diphenylfluorene

Base Information

• Chemical Name: 2-Bromo-9,9-diphenylfluorene
• CAS No.: 474918-32-6
• Molecular Formula: C25H17Br
• Molecular Weight: 397.314
• Hs Code.: 2903999090
• Mol file: 474918-32-6.mol

Synonyms:2-Bromo-9,9-diphenyl-9H-fluorene;2-Dibromo-9,9-diphenylfluorene;

Chemical Property of 2-Bromo-9,9-diphenylfluorene

Chemical Property:

• Melting Point: 217.0 to 221.0 °C
• Refractive Index: 1.681
• Boiling Point: 480.5 °C at 760 mmHg
• Flash Point: 235.7 °C
• PSA: 0.00000
• Density: 1.363 g/cm³
• LogP: 6.81220
• Storage Temp.: Sealed in dry,Room Temperature
• Solubility.: soluble in Toluene

Purity/Quality:

99.5% ^*data from raw suppliers

2-Bromo-9,9-Diphenylfluorene ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• 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 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.

Technology Process of 2-Bromo-9,9-diphenylfluorene

There total 8 articles about 2-Bromo-9,9-diphenylfluorene which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 98.6%

2-bromo-9-phenyl-9-hydroxyfluorene (736928-22-6) + benzene (71-43-2,26181-88-4,54682-86-9,13967-78-7,174973-66-1) → 2-bromo-9,9-diphenyl-9H-fluorene (474918-32-6)

Guidance literature:

With aluminum (III) chloride; trifluoroacetic acid; at 45 - 75 ℃; for 5.5h; Temperature; Inert atmosphere;

Reference yield:

2-bromofluoren-9-one (3096-56-8) → 2-bromo-9,9-diphenyl-9H-fluorene (474918-32-6)

Guidance literature:

Multi-step reaction with 2 steps

1: diethyl ether / 3 h / Heating

2: conc. H₂SO₄ / 3 h

With sulfuric acid; In diethyl ether; 1: Grignard reaction / 2: Friedel-Crafts reaction;

DOI:10.1021/ja0269587

Reference yield:

C19H12BrCl + benzene (71-43-2,26181-88-4,54682-86-9,13967-78-7,174973-66-1) → 2-bromo-9,9-diphenyl-9H-fluorene (474918-32-6)

Guidance literature:

With copper benzenesulfonate; at 48 - 60 ℃; for 7.5h; Reagent/catalyst; Temperature;

upstream raw materials:

2-bromo-9-phenyl-9-hydroxyfluorene

benzene

2-bromofluoren-9-one

bromobenzene

Downstream raw materials:

2-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-9,9-diphenyl-9H-fluorene

C₃₁H₂₂

C₇₇H₇₁N₃

Refernces

• 1、 -. "A 2 - bromo - 9, 9 - diphenyl wu synthetic method". Paragraph 0031; 0032; 0033; 0034; 0035; 0036; 0037. . Retrieved 2017/07/18.
• 2、 -. "Process for preparing 2 - bromo - 9, 9 - diphenyl wu". Paragraph 0032; 0036. . Retrieved 2017/07/08.