19357-30-3

Basic information

• Product Name: 1H-Isoindole-1,3(2H)-dione, 2-(2,4-dimethylphenyl)-
• CAS NO: 19357-30-3
• Molecular Formula: C16H13NO2
• Molecular Weight: 251.285
• Mol File: 19357-30-3.mol
• Article Data: 7

Chemical Properties

• CAS DataBase Reference: 1H-Isoindole-1,3(2H)-dione, 2-(2,4-dimethylphenyl)-(CAS DataBase Reference)
• NIST Chemistry Reference: 1H-Isoindole-1,3(2H)-dione, 2-(2,4-dimethylphenyl)-(19357-30-3)
• EPA Substance Registry System: 1H-Isoindole-1,3(2H)-dione, 2-(2,4-dimethylphenyl)-(19357-30-3)

Safety Data

• Hazardous Substances Data: 19357-30-3(Hazardous Substances Data)

Usage

General Description

1H-Isoindole-1,3(2H)-dione, 2-(2,4-dimethylphenyl)-, also known as 2-(2,4-dimethylphenyl)isoindoline-1,3-dione, is a chemical compound with the molecular formula C16H13NO2. It is a yellow to brown crystalline solid that is commonly used as a reagent in organic synthesis. 1H-Isoindole-1,3(2H)-dione, 2-(2,4-dimethylphenyl)- is often utilized in the production of pharmaceuticals and agrochemicals, as well as in the creation of dyes and pigments. It is also known for its ability to act as a nitrile oxide when reacted with nitrosating agents. The compound has an aromatic ring structure and is considered to be relatively stable under normal conditions.

Upstream product

• 85-44-9 phthalic anhydride 
• 95-68-1 2,4-Xylidine 
• 88-95-9 Phthaloyl dichloride 
• 3481-09-2 N-chlorophthalimide 
• 108-38-3 m-xylene 
• 136918-14-4 phthalimide 
• 10026-13-8 phosphorus pentachloride 
• 547762-03-8 N,N'-bis-(2,4-dimethyl-phenyl)-phthalamide 

Relevant articles and documents

Phthalimide-N-sulfonic acid, an efficient catalyst for the synthesis of various isoindoline-1,3-dione derivatives

An environmentally friendly method is described for the synthesis of various isoindoline-1,3-dione derivatives from the reaction of phthalic anhydride with aromatic/aliphatic amines in ethanol at 80 °C by phthalimide-N-sulfonic acid as an efficient heterogeneous acid catalyst. Some advantages include the metal-free and environmentally friendly protocol, simple operation and reusable processes, easy recovery, short reaction times, and high yields.

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.

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.