343-43-1

Basic information

• Product Name: 2-FLUOROFLUORENE
• Synonyms: 2-FLUOROFLUORENE;2-Fluorofluorene 97%;2-Fluorofluorene97%;2-FLUOROFLUORENE 98+%;2-Fluoro-9H-fluorene
• CAS NO: 343-43-1
• Molecular Formula: C₁₃H₉F
• Molecular Weight: 184.21
• Product Categories: Fluorenes;Fluorenes & Fluorenones
• Mol File: 343-43-1.mol
• Article Data: 23

Chemical Properties

• Melting Point: 98 °C
• Boiling Point: 298.5 °C at 760 mmHg
• Flash Point: 109.9 °C
• Appearance: /
• Density: 1.207 g/cm³
• CAS DataBase Reference: 2-FLUOROFLUORENE(CAS DataBase Reference)
• NIST Chemistry Reference: 2-FLUOROFLUORENE(343-43-1)
• EPA Substance Registry System: 2-FLUOROFLUORENE(343-43-1)

Safety Data

• Hazard Codes: Xi
• Hazardous Substances Data: 343-43-1(Hazardous Substances Data)

Usage

General Description

2-Fluorofluorene, also known as 2-fluoro-9H-fluorene, is a synthetic chemical compound with the molecular formula C13H9F. It is a fluorene derivative that contains a fluorine atom at the 2 position of the fluorene ring. 2-Fluorofluorene is primarily used as a building block in organic synthesis and is an important intermediate in the production of various pharmaceuticals, agrochemicals, and other fine chemicals. It is also used as a reagent in research and development laboratories for the synthesis of complex organic compounds. Its chemical structure and properties make it a valuable tool for the development of new materials and compounds with potential applications in various industries.

Upstream product

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• 615-37-2 ortho-methylphenyl iodide 
• 144025-03-6 2,4-difluorophenylboronic acid 
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Downstream Products

• 1806-25-3 2-fluoro-7-nitro-fluorene 
• 363-16-6 7-fluoro-fluoren-2-ylamine 
• 343-01-1 2-fluoro-9H-fluoren-9-one 
• 6344-64-5 2-Fluoro-9-bromo-fluoren 
• 63283-55-6 (7-Fluoro-9H-fluoren-2-yl)-phenyl-methanone 
• 97677-19-5 AL 1567 
• 2443-58-5 2-hydroxyfluorene 
• 1989-33-9 9H-fluorene-9-carboxylic acid 
• 63242-30-8 2-(Chloro-phenyl-methyl)-7-fluoro-9H-fluorene 
• 523-41-1 2-Fluor-phenanthren 
• 1806-21-9 2-fluoro-7-bromofluorene 
• 2195-50-8 2,7-difluoro-9-fluorene 

Relevant articles and documents

Solid-state construction of zigzag periphery: Via intramolecular C-H insertion induced by alumina-mediated C-F activation

Caryl-F bond activation has become an important and quickly developing method for construction of carbon-based materials. We report that alumina-mediated C-F bond activation (AmCFA) enables construction of PAHs with zigzag periphery. This method includes

Palladium-Catalyzed Formal [4 + 1] Annulation via Metal Carbene Migratory Insertion and C(sp2)-H Bond Functionalization

A highly efficient and operationally simple palladium-catalyzed formal [4 + 1] annulation reaction has been developed. The reaction is featured by the formation of two different C-C bonds on a carbenic center. It represents a concise method for the synthesis of a wide range of polycyclic aromatic hydrocarbons (PAHs) and 1H-indenes with easily available (trimethylsilyl)diazomethane as the carbene source. Metal carbene migratory insertion and C(sp2)-H bond activation are proposed as the key steps in this transformation. The reaction further demonstrates the versatility of the carbene-based coupling in combination with various transition-metal-catalyzed transformations.

Au-Catalyzed Biaryl Coupling to Generate 5- To 9-Membered Rings: Turnover-Limiting Reductive Elimination versus ?-Complexation

The intramolecular gold-catalyzed arylation of arenes by aryl-trimethylsilanes has been investigated from both mechanistic and preparative aspects. The reaction generates 5- to 9-membered rings, and of the 44 examples studied, 10 include a heteroatom (N, O). Tethering of the arene to the arylsilane provides not only a tool to probe the impact of the conformational flexibility of Ar-Au-Ar intermediates, via systematic modulation of the length of aryl-aryl linkage, but also the ability to arylate neutral and electron-poor arenes - substrates that do not react at all in the intermolecular process. Rendering the arylation intramolecular also results in phenomenologically simpler reaction kinetics, and overall these features have facilitated a detailed study of linear free energy relationships, kinetic isotope effects, and the first quantitative experimental data on the effects of aryl electron demand and conformational freedom on the rate of reductive elimination from diaryl-gold(III) species. The turnover-limiting step for the formation of a series of fluorene derivatives is sensitive to the reactivity of the arene and changes from reductive elimination to ?-complexation for arenes bearing strongly electron-withdrawing substituents (σ > 0.43). Reductive elimination is accelerated by electron-donating substituents (ρ = -2.0) on one or both rings, with the individual σ-values being additive in nature. Longer and more flexible tethers between the two aryl rings result in faster reductive elimination from Ar-Au(X)-Ar and lead to the ?-complexation of the arene by Ar-AuX2 becoming the turnover-limiting step.