9H-Fluorene, 4-fluoro-

Base Information

• Chemical Name: 9H-Fluorene, 4-fluoro-
• CAS No.: 317-71-5
• Molecular Formula: C13H9F
• Mol file: 317-71-5.mol

Synonyms:

Chemical Property of 9H-Fluorene, 4-fluoro-

Chemical Property:

Purity/Quality:

95% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of 9H-Fluorene, 4-fluoro-

There total 5 articles about 9H-Fluorene, 4-fluoro- 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: 9.0%

1-bromo-2-(3-fluorobenzyl)benzene → 2-fluoro-9H-fluorene (343-43-1) + 4-fluoro-9H-fluorene (317-71-5)

Guidance literature:

With palladium diacetate; cesium pivalate; tricyclohexylphosphine; In tetrahydrofuran; at 20 - 120 ℃; for 12.083h; Glovebox; Inert atmosphere;

DOI:10.1039/c6nj02033j

Reference yield:

9H-fluorene (86-73-7) → 2-fluoro-9H-fluorene (343-43-1) + 4-fluoro-9H-fluorene (317-71-5)

Guidance literature:

With xenon difluoride; boron trifluoride diethyl etherate; In dichloromethane; for 3h; Product distribution; Mechanism; Ambient temperature;

DOI:10.1021/jo971496e

Reference yield:

ortho-bromobenzaldehyde (6630-33-7) → 2-fluoro-9H-fluorene (343-43-1) + 4-fluoro-9H-fluorene (317-71-5)

Guidance literature:

Multi-step reaction with 3 steps

1.1: magnesium; iodine / tetrahydrofuran / 10 h / 0 - 20 °C / Sealed tube

1.2: Sealed tube

2.1: triethylsilane; boron trifluoride diethyl etherate / dichloromethane / 1 h / 0 °C / Sealed tube

3.1: cesium pivalate; palladium diacetate; tricyclohexylphosphine / tetrahydrofuran / 12.08 h / 20 - 120 °C / Glovebox; Inert atmosphere

With triethylsilane; boron trifluoride diethyl etherate; iodine; palladium diacetate; magnesium; cesium pivalate; tricyclohexylphosphine; In tetrahydrofuran; dichloromethane;

DOI:10.1039/c6nj02033j

upstream raw materials:

9H-fluorene

ortho-bromobenzaldehyde

3-fluorobromobenzene

(2-bromophenyl)(3-fluorophenyl)methanol

Refernces

• 1、 Song, Juan,Li, Yali,Sun, Wei,Yi, Chenglong,Wu, Hao,Wang, Haotian,Ding, Keran,Xiao, Kang,Liu, Chao. "Efficient palladium-catalyzed C(sp2)-H activation towards the synthesis of fluorenes". supporting information. p. 9030 - 9033. Retrieved 2016/11/11.
• 2、 Iskra, Jernej,Zupan, Marko,Stavber, Stojan. "The role of geometry on regioselectivity and rate of fluorination of fluorene and diphenylmethane with selectfluor F-TEDA-BF4". . p. 1528 - 1531. Retrieved 2007/10/03.