9H-Fluorene, 9-[(4-methylphenyl)methylene]-

Base Information

• Chemical Name: 9H-Fluorene, 9-[(4-methylphenyl)methylene]-
• CAS No.: 2871-85-4
• Molecular Formula: C21H16
• Molecular Weight: 268.358
• NSC Number: 186015
• DSSTox Substance ID: DTXSID70307018
• Nikkaji Number: J1.288.558J
• Mol file: 2871-85-4.mol

Synonyms:9H-Fluorene, 9-[(4-methylphenyl)methylene]-;2871-85-4;Fluorene, 9-(p-methylbenzylidene)-;NSC186015;9-(4-Methylbenzylidene)-9H-fluorene;9-(p-Methylbenzylidene)fluorene;DTXSID70307018;AKOS024405224;NSC-186015

Chemical Property of 9H-Fluorene, 9-[(4-methylphenyl)methylene]-

Chemical Property:

• Vapor Pressure: 1.61E-06mmHg at 25°C
• Boiling Point: 408.8°Cat760mmHg
• Flash Point: 195.4°C
• Density: 1.154g/cm³
• XLogP3: 5.5
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 0
• Rotatable Bond Count: 1
• Exact Mass: 268.125200510
• Heavy Atom Count: 21
• Complexity: 361

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1=CC=C(C=C1)C=C2C3=CC=CC=C3C4=CC=CC=C42

Technology Process of 9H-Fluorene, 9-[(4-methylphenyl)methylene]-

There total 22 articles about 9H-Fluorene, 9-[(4-methylphenyl)methylene]- 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: 95.0%

2-[(4-methylphenyl)ethynyl]-1,1'-biphenyl → 9-(4-methylbenzylidene)-9H-fluorene (2871-85-4)

Guidance literature:

palladium diacetate; In toluene; at 120 ℃; for 3h;

DOI:10.1021/ja8006534

Reference yield: 95.0%

N-Fmoc-L-Ile-NHCH2Ph → 9-(4-methylbenzylidene)-9H-fluorene (2871-85-4) + 9-(2-methylbenzylidene)-9H-fluorene (67535-55-1) + (S)-isoleucine benzyl amide (129253-02-7)

Guidance literature:

With hydrogenchloride; aluminium trichloride; sodium hydrogencarbonate; In chloroform; water; toluene; at 20 ℃; for 3h;

DOI:10.1002/(SICI)1099-0690(200002)2000:4<573::AID-EJOC573>3.0.CO;2-I

Reference yield: 93.0%

2-iodobiphenyl (2113-51-1) + 2-bromo-1-(4-methylphenyl)ethylene (60655-80-3) → 9-(4-methylbenzylidene)-9H-fluorene (2871-85-4)

Guidance literature:

With palladium diacetate; potassium carbonate; tris-(o-tolyl)phosphine; In dimethyl sulfoxide; at 120 ℃; for 24h; Schlenk technique; Sealed tube; Inert atmosphere;

DOI:10.1039/d1ob01547h

upstream raw materials:

9H-fluorene

4-methyl-benzaldehyde

methanol

α-(4-Methylphenyl)-β-diphenylen-vinylbromid

Downstream raw materials:

tetrabenzo[5.5]fulvalene

9-fluorenone

4-methyl-benzaldehyde

9-Benzylidene-9H-fluorene

Refernces

• 1、 Zhao, Ya-Heng,Wang, Jian-Long,Zhou, Yun-Bing,Liu, Miao-Chang,Wu, Hua-Yue. "Palladium-catalyzed coupling reaction of 2-iodobiphenyls with alkenyl bromides for the construction of 9-(diorganomethylidene)fluorenes". supporting information. p. 8250 - 8253. Retrieved 2021/10/12.
• 2、 Amaya, Toru,Fujimoto, Hayato. "Iron(III) nitrate-induced aerobic and catalytic oxidative cleavage of olefins". supporting information. p. 2657 - 2660. Retrieved 2018/06/04.