9,9'-BIFLUORENYLIDENE

Base Information

• Chemical Name: 9,9'-BIFLUORENYLIDENE
• CAS No.: 746-47-4
• Molecular Formula: C26H16
• Molecular Weight: 328.413
• Hs Code.: 2907299090
• Mol file: 746-47-4.mol

Synonyms:D9,9'-Bifluorene (6CI,8CI);9,9'-Bifluorenylidene; 9,9'-Bis(fluorenylidene); 9,9'-Difluorenylidene;Bisfluorenylidene; Diphenyleneethylene; NSC 12425; NSC 16079;Tetrabenzfulvalene; Tetrabenzofulvalene

Chemical Property of 9,9'-BIFLUORENYLIDENE

Chemical Property:

• Vapor Pressure: 1.23E-09mmHg at 25°C
• Melting Point: 187 °C
• Refractive Index: 1.8430 (estimate)
• Boiling Point: 499.9°C at 760 mmHg
• Flash Point: 252.4°C
• PSA: 0.00000
• Density: 1.265g/cm³
• LogP: 6.65480

Purity/Quality:

99% ^*data from raw suppliers

9-Fluoren-9-ylidenefluorene ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of 9,9'-BIFLUORENYLIDENE

There total 240 articles about 9,9'-BIFLUORENYLIDENE 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: 93.0%

9H-fluorene (86-73-7) → 9-fluorenone (486-25-9,952573-42-1) + tetrabenzo[5.5]fulvalene (746-47-4)

Guidance literature:

With potassium fluoride on basic alumina; oxygen; at 150 ℃; for 0.2h; under 3040.2 - 3800.26 Torr; microwave irradiation;

DOI:10.1016/j.tet.2007.02.061

Reference yield: 90.0%

chloranil (118-75-2) → 2,3,5,6-tetrachlorobenzene-1,4-diol (87-87-6) + tetrabenzo[5.5]fulvalene (746-47-4) + 9-fluorenone dimethyl acetal (116143-54-5)

Guidance literature:

With methanol; 9-diazofluorenone; In benzene; for 10h; Heating;

DOI:10.1246/bcsj.62.2580

Reference yield: 78.0%

hex-1-yne (693-02-7) → 9-fluorenone (486-25-9,952573-42-1) + tetrabenzo[5.5]fulvalene (746-47-4)

Guidance literature:

In various solvent(s); at 20 ℃;

DOI:10.1002/(SICI)1521-3765(19980904)4:9<1843::AID-CHEM1843>3.0.CO;2-A

upstream raw materials:

tetrahydrofuran

9H-fluoren-9-yl bromide

potassium phenolate

diethyl ether

Downstream raw materials:

9-fluorenone

9,9'-bifluorenyl

9,9'-bis-benzoyloxy-[9,9']bifluorenyl

9H-fluorene

Refernces

CARBENOID REACTION: THE REACTION OF DIBROMODIPHENYLMETHANE, 9,9-DIBROMOFLUORENE AND 9,9-DICHLORO-9H-TRIBENZO[a.c.e]CYCLOHEPTENE WITH ALKYLLITHIUM IN THE PRESENCE OF OLEFINS

10.1016/0040-4020(67)80009-7

The study investigates the carbenoid reaction of various compounds with alkyllithium in the presence of olefins. Dibromodiphenylmethane reacts with methyllithium in the presence of ethyl vinyl ether to produce 1,1-diphenyl-2-ethoxycyclopropane and tetraphenylethylene. However, 9,9-dibromofluorene and 9,9-dichloro-9H-tribenzo[a.c.e]cycloheptene do not yield cyclopropane derivatives under similar conditions but instead produce compounds like 9,9'-bifluorenylidene and 9-methylene-9H-tribenzo[a.c.e]cycloheptene. The study explores the mechanisms behind these reactions, suggesting that the formation of cyclopropane derivatives is influenced by the stability of intermediates and the steric hindrance around the reaction centers. The results indicate that the reactivity of these compounds with olefins cannot be fully explained by existing hypotheses and may involve different transition states and intermediates.

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