9H-Fluorene, 9-((4-methoxyphenyl)methylene)-

Base Information

• Chemical Name: 9H-Fluorene, 9-((4-methoxyphenyl)methylene)-
• CAS No.: 2871-87-6
• Molecular Formula: C21H16 O
• Molecular Weight: 284.357
• European Community (EC) Number: 654-652-1
• NSC Number: 12313
• UNII: D5Z9HM5UVN
• DSSTox Substance ID: DTXSID70182867
• Nikkaji Number: J689.491G
• Mol file: 2871-87-6.mol

Synonyms:2871-87-6;9-(4-methoxybenzylidene)-9h-fluorene;9H-Fluorene, 9-((4-methoxyphenyl)methylene)-;9-((4-Methoxyphenyl)methylene)-9H-fluorene;NSC 12313;NSC-12313;9-(4-METHOXYBENZYLIDENE)FLUORENE;NSC12313;D5Z9HM5UVN;Oprea1_713459;SCHEMBL1702750;9-(p-Methoxybenzylidene)fluorene;DTXSID70182867;STK746424;AKOS003617818;Anisole, p-(fluoren-9-ylidenemethyl)-;4-(9H-fluoren-9-ylidenemethyl)phenyl methyl ether

Chemical Property of 9H-Fluorene, 9-((4-methoxyphenyl)methylene)-

Chemical Property:

• Vapor Pressure: 1.64E-07mmHg at 25°C
• Boiling Point: 439.5°Cat760mmHg
• Flash Point: 179.7°C
• Density: 1.184g/cm³
• XLogP3: 5.1
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 2
• Exact Mass: 284.120115130
• Heavy Atom Count: 22
• Complexity: 380

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: COC1=CC=C(C=C1)C=C2C3=CC=CC=C3C4=CC=CC=C42

Technology Process of 9H-Fluorene, 9-((4-methoxyphenyl)methylene)-

There total 26 articles about 9H-Fluorene, 9-((4-methoxyphenyl)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: 93.0%

2-iodobiphenyl (2113-51-1) + 4-(2-bromo-vinyl)-anisole (27570-08-7,60592-52-1,6303-59-9) → p-methoxybenzylidene fluorene (2871-87-6)

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

Reference yield: 92.0%

2-bromo-2'-(bromomethyl)-1,1'-biphenyl (13379-29-8) + N'-(4-methoxybenzylidene)-4-methylbenzenesulfonohydrazide (19350-72-2) → p-methoxybenzylidene fluorene (2871-87-6)

Guidance literature:

With tris-(dibenzylideneacetone)dipalladium⁽⁰⁾; trifuran-2-yl-phosphane; caesium carbonate; lithium tert-butoxide; In 1,4-dioxane; at 120 ℃; for 12h; Inert atmosphere; Sealed tube;

DOI:10.1021/acs.orglett.7b00613

Reference yield: 87.0%

2-((4-methoxyphenyl)ethynyl)-1,1′-biphenyl (725213-45-6) → p-methoxybenzylidene fluorene (2871-87-6)

Guidance literature:

palladium diacetate; In toluene; at 120 ℃; for 5h;

DOI:10.1021/ja8006534

upstream raw materials:

9H-fluorene

sodium ethanolate

4-methoxy-benzaldehyde

(9H-fluoren-9-ylidene)triphenylphosphorane

Downstream raw materials:

9-fluorenone

4-methoxy-benzaldehyde

tetrabenzo[5.5]fulvalene

9-Benzylidene-9H-fluorene

Refernces

• 1、 Yang, Shuai,Zhang, Yanghui. "Synthesis of 9-Fluorenylidenes via Pd-Catalyzed C-H Vinylation with Vinyl Bromides". supporting information. p. 7746 - 7750. 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.