523-41-1

Basic information

• Product Name: 2-FLUOROPHENANTHRENE
• Synonyms: 2-FLUOROPHENANTHRENE
• CAS NO: 523-41-1
• Molecular Formula: C14H9F
• Molecular Weight: 196.22
• Mol File: 523-41-1.mol
• Article Data: 7

Chemical Properties

• Boiling Point: 340.9°C at 760 mmHg
• Flash Point: 129.7°C
• Appearance: /
• Density: 1.212g/cm³
• Vapor Pressure: 0.000165mmHg at 25°C
• Refractive Index: 1.69
• CAS DataBase Reference: 2-FLUOROPHENANTHRENE(CAS DataBase Reference)
• NIST Chemistry Reference: 2-FLUOROPHENANTHRENE(523-41-1)
• EPA Substance Registry System: 2-FLUOROPHENANTHRENE(523-41-1)

Safety Data

• Hazardous Substances Data: 523-41-1(Hazardous Substances Data)

Usage

General Description

2-Fluorophenanthrene is a chemical compound that belongs to the group of polycyclic aromatic hydrocarbons (PAHs). It consists of a fluoro-substituted phenanthrene molecule, with the fluorine atom attached to one of the carbon atoms in the aromatic ring. 2-Fluorophenanthrene is a colorless solid at room temperature and is insoluble in water, but soluble in organic solvents. It is primarily used as a building block in chemical synthesis, and it has potential applications in the development of pharmaceuticals, agrochemicals, and materials science. However, 2-Fluorophenanthrene is also considered to be a hazardous chemical, with potential health and environmental risks associated with its production, handling, and disposal. Therefore, it is important to use and handle this chemical with care to minimize any potential adverse effects on human health and the environment.

InChI:InChI=1/C14H9F/c15-12-7-8-14-11(9-12)6-5-10-3-1-2-4-13(10)14/h1-9H

Upstream product

• 3937-78-8 (2-fluoro-fluoren-9-yl)-methanol 
• 19466-30-9 (E)-3-fluorostilbene 
• 343-43-1 2-fluoro-9H-fluorene 
• 1392144-15-8 C₂₈H₂₅FN₄O₄S₂ 
• 96557-30-1 2-bromophenylacetaldehyde 
• 130089-19-9 1-bromo-2-(2-methoxyethenyl)benzene 
• 78602-28-5 1-bromo-2-(2-phenylethenyl)benzene 
• 6630-33-7 ortho-bromobenzaldehyde 
• 261713-83-1 1-bromo-2-[2-[tris(1-methylethyl)silyl]ethynyl]benzene 
• 1374249-51-0 (2-{[tris(1-methylethyl)silyl]ethynyl}phenyl)boronic acid 
• 583-55-1 1-Bromo-2-iodobenzene 

Relevant articles and documents

Br?nsted Acid-Catalyzed Carbonyl-Olefin Metathesis: Synthesis of Phenanthrenes via Phosphomolybdic Acid as a Catalyst

Compared with the impressive achievements of catalytic carbonyl-olefin metathesis (CCOM) mediated by Lewis acid catalysts, exploration of the CCOM through Br?nsted acid-catalyzed approaches remains quite challenging. Herein, we disclose a synthetic protocol for the construction of a valuable polycycle scaffold through the CCOM with the inexpensive, nontoxic phosphomolybdic acid as a catalyst. The current annulations could realize carbonyl-olefin, carbonyl-alcohol, and acetal-alcohol in situ CCOM reactions and feature mild reaction conditions, simple manipulation, and scalability, making this strategy a promising alternative to the Lewis acid-catalyzed COM reaction.

Further insight into the photochemical behavior of 3-aryl-N-(arylsulfonyl)propiolamides: tunable synthetic route to phenanthrenes

Reported herein is further insight into the photochemical behaviour of 3-aryl-N-(arylsulfonyl)-propiolamides, which provides a straightforward way to access meaningful phenanthrenes. Mechanistic investigation indicated that aryl migration, C-C coupling, 1,3-hydrogen shift, desulfonylation and elimination were involved in the process. Moreover, this protocol allowed for scale-up using a flow reactor.

A combined experimental and computational study on the cycloisomerization of 2-ethynylbiaryls catalyzed by dicationic arene ruthenium complexes

Ruthenium-catalyzed cycloisomerization of 2-ethynylbiaryls was investigated to identify an optimal ruthenium catalyst system. A combination of [η6-(p-cymene)RuCl2(PR3)] and two equivalents of AgPF6 effectively converted 2-ethynylbiphenyls into phenanthrenes in chlorobenzene at 120 °C over 20 h. Moreover, 2-ethynylheterobiaryls were found to be favorable substrates for this ruthenium catalysis, thus achieving the cycloisomerization of previously unused heterocyclic substrates. Moreover, several control experiments and DFT calculations of model complexes were performed to propose a plausible reaction mechanism.