7651-80-1

Usage

Chemical Structure

1-Fluoroanthracene is a polycyclic aromatic hydrocarbon (PAH) with a central anthracene ring and a fluorine atom attached to one of its carbon atoms.

Physical State

It is a colorless solid.

Organic Synthesis

1-Fluoroanthracene is used in the synthesis of various organic compounds.

Fluorescent Probe

It is used as a fluorescent probe in biochemical and pharmaceutical research.

Insoluble in Water

1-Fluoroanthracene does not dissolve in water.

Soluble in Organic Solvents

It dissolves in organic solvents like alcohol, ether, and acetone.

Melting Point

1-Fluoroanthracene has a high melting point.

Persistence

It is a potential environmental pollutant due to its persistence in the environment.

Toxicity

It has potential toxicity to aquatic organisms.

Safety Precautions

It is important to handle and dispose of 1-Fluoroanthracene safely to minimize its impact on human health and the environment.

Upstream product

• 569-06-2 1-fluoro-9,10-anthraquinone 
• 7397-92-4 1-bromoanthracene 
• 133745-75-2 N-fluorobis(benzenesulfon)imide 
• 82-45-1 1-amino-9,10-anthracenedione 
• 82-37-1 9,10-dioxo-9,10-dihydroanthracene-1-diazonium hydrogen sulfate 
• 82-44-0 1-chloroanthracene-9,10-dione 
• 610-49-1 1-aminoanthracene 
• 591-50-4 iodobenzene 
• 117752-04-2 2-fluoro-6-methylbenzaldehyde 
• 1121-86-4 1-Fluoro-3-iodobenzene 
• 529-20-4 2-methylphenyl aldehyde 

Downstream Products

• 216-00-2 dibenzo[a,c]naphthacene 
• 54458-84-3 1-methoxyanthracene 
• 569-06-2 1-fluoro-9,10-anthraquinone 

Relevant academic research and scientific papers

Cascade reaction for the synthesis of polycyclic aromatic hydrocarbons via transient directing group strategy

A Pd(II)-catalyzed cascade synthesis of diverse polycyclic aromatic hydrocarbons via transient directing group strategy has been developed, involving the consecutive arylation, cyclization and aromatization. The efficiency and practicality were demonstrated by wide substrate range, concise synthetic pathway and mild reaction conditions. The subsequent transformations of the benz[a]anthracene core accessed natural bioactive PAH molecules.

Direct synthesis of anthracenes from o-tolualdehydes and aryl iodides through Pd(II)-Catalyzed sp3 C–H arylation and electrophilic aromatic cyclization

The first direct synthesis of substituted anthracenes from o-tolualdehydes and aryl iodides via a Pd(II)-catalyzed C–H arylation using an alcohol-bearing transient directing group and subsequent AgOTf-assisted electrophilic aromatic cyclization is described. New transient directing groups consisting of amino acids and amino alcohols enhanced the reactivity, and the C–H arylation was complete in 12 h at 90 °C. By simply changing the silver salt to silver triflate, the one-pot synthesis of anthracene derivatives was carried out using the present reaction conditions.

Aluminium-mediated aromatic C-F bond activation: Regioswitchable construction of benzene-fused triphenylene frameworks

Selective synthesis of benzo[f]tetraphenes or benzo[g]chrysenes was achieved via aromatic C-F bond cleavage and unprecedented regioselective C-C bond formation depending upon the choice of aluminium reagents. On treatment with AlCl3, 2-(bipheny

Improved solid-state photomechanical materials by fluorine substitution of 9-anthracene carboxylic acid

Four fluorinated derivatives of 9-anthracene carboxylic acid (9AC), a molecule that shows a reversible photomechanical response in its crystal form, have been synthesized and characterized. The spectroscopic properties and crystal structures of 4-fluoro-9-anthracene carboxylic acid (4F-9AC), 2-fluoro-9-anthracene carboxylic acid (2F-9AC), 10-fluoro-9-anthracene carboxylic acid (10F-9AC), and 2,6-difluoro-9-anthracene carboxylic acid (2,6DF-9AC) are all very similar to those of 9AC. However, their photomechanical properties vary widely. 405 nm light was used to induce [4 + 4] photodimerization and a mechanical response in crystalline microneedles and ribbons. Both the photodimer dissociation rate and the mechanical recovery varied by more than an order of magnitude, with 4F-9AC exhibiting the most rapid recovery time, on the order of 30 s. Nanoindentation measurements show that this crystal has a slightly reduced elastic modulus and a significantly reduced hardness, making it less brittle than the 9AC crystal. Large 4F-9AC crystals remain intact after irradiation, without fragmenting, while microneedles can undergo more than 100 mechanical bending cycles. Given the similarity of the crystal packing in all five molecules, the improved photomechanical properties must arise from subtle changes in intermolecular interactions or possibly differences in disorder. These results demonstrate that it is possible to significantly improve the properties of photomechanical materials through small modifications of the molecular structure.

N-fluorosulfonimides and their application as fluorinating agents

The invention describes N-fluorosulfonimides which are useful as fluorinating agents. The N-fluorosulfonimides are stable, easily synthesized, and allow the introduction of fluorine into organic compounds under mild conditions.

KINETICS AND MECHANISM OF DIELS-ALDER ADDITIONS OF TETRACYANOETHYLENE TO ANTHRACENE DERIVATIVES-III EFFECT OF SUBSTITUENTS ON RATES AND INTERMEDIATE COMPLEX FORMATION

In Diels-Alder additions of tetracyanoethylene to 1,2-, and 9-substituted anthracenes, formation constants (K) for the intermediate complexes have been separated from the global rate constant (K2obs).The relatively small range of values of K indicates a very small charge transfer in the complexes.The transition state for conversion of complex into adduct showed a marked degree of charge development, particularly for the 9-substituted derivatives (ρ=-7).Substituents in the outer rings gave good rate correlations with composite constants (?m+ + ?p+) with a ρ value of -3.The substituent effects are discussed in terms of these and other parameters.Values for equilibrium constants for the overall addition (Keq) are reported.