9-(2-chlorobenzylidene)-9H-fluorene

Base Information

• Chemical Name: 9-(2-chlorobenzylidene)-9H-fluorene
• CAS No.: 1643-49-8
• Molecular Formula: C20H13 Cl
• Molecular Weight: 288.776
• Mol file: 1643-49-8.mol

Synonyms:Fluorene,9-(o-chlorobenzylidene)- (6CI,7CI,8CI); NSC 70533

Chemical Property of 9-(2-chlorobenzylidene)-9H-fluorene

Chemical Property:

• Vapor Pressure: 5.83E-07mmHg at 25°C
• Boiling Point: 422.7°Cat760mmHg
• Flash Point: 194.1°C
• Density: 1.266g/cm³

Purity/Quality:

98%min ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of 9-(2-chlorobenzylidene)-9H-fluorene

There total 6 articles about 9-(2-chlorobenzylidene)-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: 78.0%

9-(trimethylsilyl)fluorene (7385-10-6) + 2-chloro-benzaldehyde (89-98-5) → 9-(2-chlorobenzylidene)-9H-fluorene (1643-49-8) + (2-chlorophenyl)(9H-fluoren-9-yl)methanol

Guidance literature:

With water; 1,3-bis-(2,6-diisopropylphenyl)-imidazol-2-ylidene; In dimethyl sulfoxide; at 10 ℃; chemoselective reaction; Inert atmosphere;

DOI:10.1039/d1ob00065a

Reference yield: 31.0%

2-bromo-1-(2-chlorophenyl)ethylene (59503-00-3) + 2-iodobiphenyl (2113-51-1) → 9-(2-chlorobenzylidene)-9H-fluorene (1643-49-8)

Guidance literature:

With 18-crown-6 ether; palladium diacetate; potassium hydrogencarbonate; In dimethyl sulfoxide; at 120 ℃; for 40h; Schlenk technique; Inert atmosphere; Sealed tube;

DOI:10.1021/acs.orglett.1c02722

Reference yield:

2-chloro-benzaldehyde (89-98-5) → 9-(2-chlorobenzylidene)-9H-fluorene (1643-49-8)

Guidance literature:

With chloroform;

DOI:10.1021/jm00327a014

upstream raw materials:

9H-fluorene

sodium ethanolate

2-chloro-benzaldehyde

(9H-fluoren-9-yl)triphenylphosphonium bromide

Downstream raw materials:

benzo[e]acephenanthrylene

9-(2-chlorobenzyl)-9H-fluorene

Refernces

• 1、 Badger,Spotswood. "-". . p. 1635,1641. Retrieved 1959.
• 2、 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.