9-(3-nitrobenzylidene)-9H-fluorene

Base Information

• Chemical Name: 9-(3-nitrobenzylidene)-9H-fluorene
• CAS No.: 4421-51-6
• Molecular Formula: C20H13 N O2
• Molecular Weight: 299.329
• Mol file: 4421-51-6.mol

Synonyms:Fluorene, 9-(m-nitrobenzylidene)-(7CI,8CI); NSC 70227

Chemical Property of 9-(3-nitrobenzylidene)-9H-fluorene

Chemical Property:

• Vapor Pressure: 3.76E-08mmHg at 25°C
• Boiling Point: 458.4°Cat760mmHg
• Flash Point: 212.9°C
• Density: 1.313g/cm³

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 9-(3-nitrobenzylidene)-9H-fluorene

There total 9 articles about 9-(3-nitrobenzylidene)-9H-fluorene 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: 89.0%

9-(trimethylsilyl)fluorene (7385-10-6) + 3-nitro-benzaldehyde (99-61-6) → 9-(3-nitrobenzylidene)-9H-fluorene (4421-51-6) + C20H15NO3

Guidance literature:

With 1,3-bis-(2,6-diisopropylphenyl)-imidazol-2-ylidene; In dimethyl sulfoxide; at 20 ℃; chemoselective reaction; Molecular sieve; Inert atmosphere;

DOI:10.1039/d1ob00065a

Reference yield: 60.0%

9H-fluorene (86-73-7) + 3-nitro-benzaldehyde (99-61-6) → 9-(3-nitrobenzylidene)-9H-fluorene (4421-51-6)

Guidance literature:

9H-fluorene; With potassium tert-butylate; In tert-butyl alcohol; at 40 ℃; for 0.5h;

3-nitro-benzaldehyde; In tert-butyl alcohol; at 40 - 50 ℃; for 3h;

DOI:10.1021/acs.orglett.0c03283

Reference yield:

9-fluorenone (486-25-9,952573-42-1) + (3-nitro-benzyl)-triphenyl-arsonium; bromide (55532-29-1) → 9-(3-nitrobenzylidene)-9H-fluorene (4421-51-6) + triphenylarsineoxide (1153-05-5,856568-31-5)

Guidance literature:

With sodium methylate; Yield given. Multistep reaction; methanol, room temperature;

upstream raw materials:

9H-fluorene

3-nitro-benzaldehyde

9-fluorenone

(3-nitro-benzyl)-triphenyl-arsonium; bromide

Downstream raw materials:

3-fluoren-9-ylidenemethyl-aniline

Refernces

• 1、 Jin, Tienan,Yang, Lu,Gridnev, Ilya D.,Terada, Masahiro. "Intermolecular oxidative Friedel-Crafts reaction triggered ring expansion affording 9,10-diarylphenanthrenes". supporting information. p. 8920 - 8924. Retrieved 2020/12/02.
• 2、 Gupta, K. C.,Srivastava, N.,Nigam, R. K.. "Effect of Bulky Size of Carbonyl Systems on Betaine Decomposition of Semi-stablized Arsonium Ylids". . p. 802 - 803. Retrieved 2007/10/02.