366-43-8

Upstream product

• 1711-07-5 3-fluorobenzoyl chloride 
• 108-95-2 phenol 
• 456-48-4 3-Fluorobenzaldehyde 
• 98-80-6 phenylboronic acid 
• 1073-06-9 3-fluorobromobenzene 
• 1864-94-4 phenyl formate 
• 2751-90-8 tetraphenylphosphonium bromide 
• 1121-86-4 1-Fluoro-3-iodobenzene 
• 50978-45-5 3-oxobenzo[d]isothiazole-2(3H)-carbaldehyde 1,1-dioxide 
• 19962-21-1 1-fluoro-3-(phenoxymethyl)benzene 
• 455-38-9 3-fluorobenzoic acid 

Downstream Products

• 462-06-6 fluorobenzene 
• 62942-25-0 (3-fluorophenyl)tri-n-butyltin 
• 68295-44-3 (3-fluorophenyl)(p-tolyl)methanone 

Relevant academic research and scientific papers

Phenyl 3-Fluorobenzoate

Although the title compound, C13H9FO2, differs from phenyl benzoate only in the presence of an F atom in the molecular structure, their molecular conformations and assemblies are quite different.It could be concluded that the change is due to the presence of the F atom.

MnO2?Fe3O4 Magnetic Nanoparticles as Efficient and Recyclable Heterogeneous Catalyst for Benzylic sp3 C?H Oxidation

Herein, we report a highly chemoselective and efficient heterogeneous MnO2?Fe3O4 MNP catalyst for the oxidation of benzylic sp3 C?H group of ethers using TBHP as a green oxidant to afford ester derivatives in high yield under batch/continuous flow module. This catalyst was also effective for the benzylic sp3 C?H group of methylene derivatives to furnish the ketone in high yield which can be easily integrated into continuous flow condition for scale up. The catalyst is fully characterized by spectroscopic techniques and it was found that 0.424 % MnO2?Fe3O4 catalyzes the reaction; the magnetic nanoparticles of this catalyst could be easily recovered from the reaction mixture. The recovered catalyst was recycled for twelve cycles without any loss of the catalytic activity. The advantages of MnO2?Fe3O4 MNP are its catalytic activity, easy preparation, recovery, and recyclability, gram scale synthesis with a TOF of up to 14.93 h?1 and low metal leaching during the reaction.

Pd/C catalyzed phenoxycarbonylation using: N -formylsaccharin as a CO surrogate in propylene carbonate, a sustainable solvent

This work reports the first Pd/C catalyzed phenoxycarbonylation of aryl iodides using N-formylsaccharin as a CO surrogate. Advantageously, the reaction could be carried out in propylene carbonate, an environmentally benign and sustainable polar aprotic solvent under CO surrogacy. Using N-formylsaccharin as a CO surrogate allows the usage of cheaper and readily available phenols as the coupling partner. A range of phenyl esters could be synthesized under mild, co-catalyst free, ligand free and additive free conditions, including multi-substituted novel phenyl esters. The Pd/C catalyst could be recycled up to four times with only a slight loss in activity. The reaction could be scaled up to gram scale synthesis.

Evaluation of the role of isostructurality in fluorinated phenyl benzoates

In this report, the occurrence of three-, two-, and one-dimensional (3D, 2D, and 1D) isostructurality in phenyl benzoate (D00) and their fluorinated analogues was investigated in terms of their molecular assembly in solid state structures. A onedimensional C-H?O=C chain is observed as a robust motif (～ -21 kJ/mol) in the formation of the supramolecular architectures in these isostructural compounds. The isomorphous crystal structures exhibit 3D isostructurality or vice versa. The crystal packing shows that weak intermolecular C-H ? F, C-H ? O, C- H ? π interactions, and π ? π stacking are the main contributors providing stability toward the crystal lattice. The nature and energetics of all the geometrically or energetically equivalent building blocks associated with similar or different intermolecular interactions delineate the role of different molecular pairs in the crystal structures. The fingerprint plots of the isostructural set of crystal structures help to understand the similarities and the differences in the various interatomic contacts. A comparison of these crystal structures with fluorinated N-phenyl benzamides shows the change in supramolecular assembly in terms of intermolecular interactions as well as the lattice energy due to the participation of a strong donor (N-H).

Direct esterification of aromatic aldehydes with tetraphenylphosphonium bromide under oxidative N-heterocyclic carbene catalysis

An unconventional reagent, tetraphenylphosphonium bromide, was employed as a phenyl source in the direct transformation of aromatic aldehydes to the corresponding phenyl esters under oxidative N-heterocyclic carbene (NHC) catalysis. The phenyl esters were obtained in moderate yields under mild and organocatalytic conditions. Copyright

Palladacycle-catalyzed carbonylation of aryl iodides or bromides with aryl formates

An efficient palladacycle-catalyzed aromatic carbonylation reaction of aryl formates with aryl iodides or bromides has been developed. Commercially available and easily prepared aryl formates were employed as carbonyl sources without the use of external carbon monoxide. The present catalytic system shows broad functional group tolerance and affords aryl benzoate derivatives in good to excellent yields. Copyright

Palladium-catalyzed aerobic oxidative coupling of acyl chlorides with arylboronic acids

The first example of a palladium-catalyzed aerobic oxidative coupling of acyl chlorides with arylboronic acids has been developed, leading to a wide range of aryl benzoates in good to excellent yields. This catalytic system shows broad functional group tolerance. Preliminary mechanistic experiments using deuterium labeling showed that the oxygen atom was derived from dioxygen. Copyright

N-Heterocyclic carbene catalysed aerobic oxidation of aromatic aldehydes to aryl esters using boronic acids

The organocatalytic behavior of N-heterocyclic carbenes in the aerobic oxidation of aromatic aldehydes to esters with boronic acids has been explored. This transition metal-free protocol allows access to a wide variety of aromatic esters in good to excellent yields under mild reaction conditions.

Influence of ortho substituents on 17O NMR chemical shifts in phenyl esters of substituted benzoic acids

17O NMR spectra for 29 phenyl esters of ortho-, para,- and meta-substituted benzoic acids, X-C6H4CO2C 6H5, at natural abundance in acetonitrile were recorded. The δ(17O) values o