314-81-8

Basic information

• Product Name: 1H-Isoindole-1,3(2H)-dione, 2-[3-(trifluoromethyl)phenyl]-
• CAS NO: 314-81-8
• Molecular Formula: C15H8F3NO2
• Molecular Weight: 291.229
• Mol File: 314-81-8.mol
• Article Data: 6

Chemical Properties

• CAS DataBase Reference: 1H-Isoindole-1,3(2H)-dione, 2-[3-(trifluoromethyl)phenyl]-(CAS DataBase Reference)
• NIST Chemistry Reference: 1H-Isoindole-1,3(2H)-dione, 2-[3-(trifluoromethyl)phenyl]-(314-81-8)
• EPA Substance Registry System: 1H-Isoindole-1,3(2H)-dione, 2-[3-(trifluoromethyl)phenyl]-(314-81-8)

Safety Data

• Hazardous Substances Data: 314-81-8(Hazardous Substances Data)

Usage

Molecular weight

291.22 g/mol The mass of one mole of the compound, measured in grams per mole (g/mol).

Physical state

White solid The appearance and state of the compound at room temperature, in this case, a white solid.

Isoindole-1,3(2H)-dione core structure

The central structure of the compound, consisting of a fused benzene ring and a lactam ring (a nitrogen atom connected to a carbonyl group through a carbon atom).

Trifluoromethylphenyl group

A phenyl ring (a benzene ring with a hydrogen atom replaced by a trifluoromethyl group) attached to the 2-position of the isoindole core structure.

Electron-withdrawing effects

The ability of the trifluoromethylphenyl group to attract electrons, which can influence the reactivity and properties of the compound.

Pharmaceutical and research applications

The potential use of the compound in the development of pharmaceuticals and as a research tool due to its unique structure and properties.

Biological activity

The possibility that the compound may interact with biological systems, making it a potential candidate for further investigation in drug discovery and development.

Upstream product

• 2314-76-3 N-(3-methylphenyl)phthalimide 
• 136918-14-4 phthalimide 
• 98-08-8 α,α,α-trifluorotoluene 
• 5672-90-2 N-(trifluoromethyl)acyloxyphthalimide 
• 88-67-5 2-Iodobenzoic acid 
• 201230-82-2 carbon monoxide 
• 98-16-8 3-trifluoromethylaniline 
• 85-44-9 phthalic anhydride 

Downstream Products

• 98-16-8 3-trifluoromethylaniline 

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.

Sterically controlled, palladium-catalyzed intermolecular amination of arenes

We report the Pd-catalyzed amination of arenes to form N-aryl phthalimides with regioselectivity controlled predominantly by steric effects. Mono-, di-, and trisubstituted arenes lacking a directing group undergo amination reactions with moderate to high yields and high regioselectivities from sequential addition of PhI(OAc)2 as an oxidant in the presence of Pd(OAc) 2 as catalyst. This sterically derived selectivity contrasts that for analogous arene acetoxylation.

Microwave-assisted parallel synthesis of a 2-aryl-1H-isoindole-1,3-dione library

An efficient parallel synthesis of a representative 28-member library of phthalimides is described. Parallel chromatography afforded the library members in suitable purity and with high yields.