568-95-6

Basic information

• Product Name: 1H-Isoindole-1,3(2H)-dione, 2-(2-fluorophenyl)-
• CAS NO: 568-95-6
• Molecular Formula: C14H8FNO2
• Molecular Weight: 241.221
• Mol File: 568-95-6.mol
• Article Data: 12

Chemical Properties

• CAS DataBase Reference: 1H-Isoindole-1,3(2H)-dione, 2-(2-fluorophenyl)-(CAS DataBase Reference)
• NIST Chemistry Reference: 1H-Isoindole-1,3(2H)-dione, 2-(2-fluorophenyl)-(568-95-6)
• EPA Substance Registry System: 1H-Isoindole-1,3(2H)-dione, 2-(2-fluorophenyl)-(568-95-6)

Safety Data

• Hazardous Substances Data: 568-95-6(Hazardous Substances Data)

Usage

Physical form

White to off-white crystalline solid

Chemical class

Isoindole derivatives

Primary use

Intermediate for the synthesis of various pharmaceutical drugs

Secondary use

Research and development in chemistry and medicine

Substitution

2-(2-fluorophenyl)group on the isoindole-1,3(2H)-dione structure

Resulting properties

Specific physical and chemical properties valuable for various industrial applications.

Upstream product

• 333349-08-9 2-iodo-N-(2-fluorophenyl)benzamide 
• 1864-94-4 phenyl formate 
• 462-06-6 fluorobenzene 
• 3481-09-2 N-chlorophthalimide 
• 19336-75-5 N-(2-Fluoro-phenyl)-phthalamic acid 
• 85-44-9 phthalic anhydride 
• 348-54-9 2-Fluoroaniline 
• 201230-82-2 carbon monoxide 
• 610-97-9 o-iodo-methyl-benzoic acid 
• 136918-14-4 phthalimide 

Relevant articles and documents

Visible-Light-Induced Metal-/Photocatalyst-Free C-H Bond Imidation of Arenes

In this study, a visible-light-induced intermolecular C-H bond imidation of arenes was achieved at ambient condition. By using simple phthalimide with (diacetoxyiodo)benzene and molecular iodine, direct metal-/photocatalyst-free C-N bond formation was achieved. The imidation protocol was designed by using time-dependent density functional theory calculations and experimentally demonstrated for 28 substrates with as high as 96% yield. Mechanistic studies indicated that radical-mediated aromatic substitution occurred via photolysis of N-iodophthalimide under visible-light irradiation.

Carbonylative synthesis of phthalimides and benzoxazinones by using phenyl formate as a carbon monoxide source

A simple and efficient palladium-catalyzed carbonylative cyclization of N-substituted 2-iodobenzamides and 2-iodoanilides was investigated for the synthesis of phthalimides and benzoxazinones, respectively, by using phenyl formate as a CO source. The present catalytic protocol circumvents the use of an expensive phosphine ligand as well as solvent in the case of the phthalimide synthesis. Moreover, mild reaction conditions and a tolerance of various functional groups enhance the general applicability of this method.

Nitrogen-centered radical-mediated C-H imidation of arenes and heteroarenes via visible light induced photocatalysis

The C-H imidation of arenes and heteroarenes has been achieved via visible light induced photocatalysis. In the presence of an iridium(iii) photoredox catalyst, the reaction of aromatic substrates with N-chlorophthalimide furnishes the N-aryl products at room temperature through a nitrogen-centered radical mediated aromatic substitution.