156276-23-2

Basic information

• Product Name: methyl (p-fluorobenzoyl)formate
• Synonyms: methyl (p-fluorobenzoyl)formate;4-Fluoro-oxo-benzeneacetic acid methyl ester
• CAS NO: 156276-23-2
• Molecular Formula: C₉H₇FO₃
• Molecular Weight: 182.1484832
• Mol File: 156276-23-2.mol
• Article Data: 39

Chemical Properties

• Appearance: /
• CAS DataBase Reference: methyl (p-fluorobenzoyl)formate(CAS DataBase Reference)
• NIST Chemistry Reference: methyl (p-fluorobenzoyl)formate(156276-23-2)
• EPA Substance Registry System: methyl (p-fluorobenzoyl)formate(156276-23-2)

Safety Data

• Hazardous Substances Data: 156276-23-2(Hazardous Substances Data)

Upstream product

• 100891-10-9 methyl p-fluorocinnamate 
• 67-56-1 methanol 
• 4640-67-9 3-(4-fluorophenyl)-3-oxopropionitrile 
• 403-42-9 1-(4-fluorophenyl)ethanone 
• 74-88-4 methyl iodide 
• 18166-02-4 N-trimethylsilylmethylamine 
• 124-38-9 carbon dioxide 
• 144968-85-4 (4-fluorophenyl)(trimethylsilyl)methanone 
• 403-43-0 4-fluorobenzoyl chloride 
• 5781-53-3 monomethyl oxalyl chloride 
• 462-06-6 fluorobenzene 
• 34837-84-8 4-fluorobenzeneacetic acid methyl ester 
• 2251-76-5 2-(4-fluorophenyl)-2-oxoacetic acid 
• 553-90-2 Dimethyl oxalate 

Downstream Products

• 81941-86-8 6-(4-fluorophenyl)-3-methylmercapto-as-triazin-5-one 
• 42718-13-8 α-amino-4-fluorobenzeneacetic acid methyl ester 
• 712-40-3 3-(4-fluorophenyl)-5,6-dihydropyrazin-2(1H)-one 
• 170570-80-6 methyl 5-(4-fluorophenyl)-1-(4-sulfamoylphenyl)-1H-pyrazole-3-carboxylate 

Relevant articles and documents

Unraveling two pathways for NHPI-mediated electrocatalytic oxidation reaction

Two pathways for N-hydroxyphthalimide (NHPI)-mediated electrocatalytic oxidation using phenylacetate derivatives as template substrates were first reported for benzylic C[sbnd]H oxidation to oxygenated and non-oxygenated products. DFT calculation indicates that the hydrogen-atom transfer (HAT) process between phthalimido-N-oxyl (PINO) and substrate is a rate-determined step. Aromatic α-keto esters and 2-((1,3-dioxoisoindolin-2-yl)oxy)-2-aryl acetate obtained by cross-coupling between benzylic radical and PINO can be selectively synthesized through controlling the concentration of PINO radical. This method provides a deep understanding for selective weak C[sbnd]H oxidation using NHPI as redox mediator.

Tandem Photoredox-Chiral Phosphoric Acid Catalyzed Radical-Radical Cross-Coupling for Enantioselective Synthesis of 3-Hydroxyoxindoles

A photochemical protocol that couples diarylamines and α-ketoesters to afford the chiral 3-hydroxyoxindoles through tandem photoredox and chiral phosphoric acid catalysis is developed. The reaction involves an enantioselective photochemical radical-radical cross-coupling process. The chiral phosphoric acid is discovered to play crucial roles by decreasing the reductive potentials of α-ketoesters and stereocontrolling the downstream asymmetric radical-radical cross-coupling via the formation of pentacoordinate complex.

Preparation method for rapidly generating alpha-ketone ester through iodine-mediated alpha-diazonium ester oxidation

The invention relates to the field of research of ketone ester compounds, in particular to a preparation method for rapidly generating alpha-ketone ester through iodine-mediated alpha-diazo ester oxidation, the preparation method comprises the following steps: in an organic solvent, stirring alpha-diazo ester and iodine elementary substance as raw materials at room temperature for about half an hour to obtain the alpha-ketone ester compound. According to the method, transition metal does not need to be used as a catalyst, a strong oxidant does not need to be used, only under the room temperature condition, the low-toxicity and cheap iodine elementary substance is used as the oxidant, and the alpha-keto ester is generated through efficient oxidation of the alpha-diazonic acid ester. The method has the advantages that the reaction time is short (about 0.5 hour), the universality is high, the alpha-diazonic acid ester with electron donating groups or electron withdrawing groups can achieve medium to excellent yield (80%-99%), a greener alternative approach is represented, and a new general synthesis route is provided for efficient preparation of alpha-ketoester.