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

• 1、 Campaigne,Reid. "-". . p. 769. Retrieved 1946.
• 2、 Novikov,Khlebnikov,Egarmin,Shevchenko,Khlebnikov,Kostikov,Vidovic. "Regioselectivity of the 1,3-dipolar cycloaddition of fluorinated fluoren-9-iminium ylides to heteroelement-containing dipolarophiles: Experimental and quantum-chemical study". . p. 1800 - 1812. Retrieved 2006.
• 3、 Huisgen, Rolf,Mloston, Grzegorz,Polborn, Kurt,Palacios-Gambra, Francisco. "1,3-Dipolar cycloadditions, 97: Some cycloadditions of aromatic thione S-oxides". . p. 187 - 192. Retrieved 1997.
• 4、 Fukunaga, Kimitoshi,Kimura, Makoto. "A Kinetic Study on Denitration of 9,9'-Dinitro-9,9'-bifluorenyl by Tin(II) Chloride in N,N-Dimethylformamide". . p. 3191 - 3192. Retrieved 1983.
• 5、 Wong, Chi Sang,Leung, Wing Sang,Yeung, Lam Lung,Luh, Tien-Yau. "TRANSITION METAL PROMOTED REACTIONS XIV. NOVEL REDUCTIVE COUPLING OF THIOKETALS WITH MOLYBDENUM HEXACARBONYL". . p. C49 - C51. Retrieved 1986.
• 6、 Chirik, Paul J.,Semproni, Scott P.,Yruegas, Sam. "(PNP)Cobalt-Catalyzed Olefination of Diazoalkanes". supporting information. . Retrieved 2022/03/17.
• 7、 Corminboeuf, Clémence,Guan, Jianxin,Han, Han,Lin, Kun-Han,Liu, Jitian,Peng, Jie,Prlj, Antonio,Wei, Rong,Yu, Zhihao,Zhao, Dahui,Zheng, Junrong. "Direct Observation of Aggregation-Induced Emission Mechanism". supporting information. p. 14903 - 14909. Retrieved 2020/07/04.