3348-10-5

Usage

Type of compound

Isoindole derivative

Molecular weight

352.37 g/mol

Functional groups

Dioxo and carboxamide

Structural moieties

Diphenyl and dihydroisoindole

Applications

Organic synthesis, pharmaceutical research, potential biological and pharmacological properties, development of new materials, and chemical processes.

Upstream product

• 89-32-7 Pyromellitic dianhydride 
• 62-53-3 aniline 
• 118-45-6 4-chlorophthalic anhydride 
• 1204-28-0 trimellitic anhydride acid chloride 
• 201230-82-2 carbon monoxide 
• 26491-49-6 4-chloro-N-phenyl phthalimide 

Relevant academic research and scientific papers

Poly(amide-imide)s containing polybutadiene blocks

Poly(amide-imide)s containing polybutadiene blocks were prepared by reaction of 4,4′-methylenedi(phenyl isocyanate) with trimellitic anhydride and α,ω-diisocyanatopoly-butadiene. The polymers were characterized by spectroscopic methods and X-ray diffraction. Incorporation of 5 wt.% of polybutadiene structures into polyimide decreases the temperature of 10% weight loss in nitrogen by 90 °C. Glass transition temperature of the polymer also decreases with the increasing content of soft polybutadiene segments, but the decrease is moderate for the contents higher than 20 wt.%. Broad amorphous halo dominates wide-angle X-ray diffractograms of all the samples, but sharper peaks of a more ordered structure were observed in definite concentration range of polybutadiene blocks. The copolymers are soluble in N-methylpyrrolidone.

Pitfalls in the synthesis of polyimide-linked two-dimensional covalent organic frameworks

The well-known reaction of amines with carboxylic acid anhydrides to produce highly stable imide moieties has been extended in the literature to the synthesis of two dimensional polyimide-linked covalent organic frameworks (2D-COFs). We report a detailed study of these reactions to determine whether the reported polymerizations are producing the reported COFs. The studies include variations of reaction temperature, time, heating method, and monomer structures to establish whether formation of ordered crystalline material is occurring. The results of these studies indicate that a specific, previously reported polyimide COF is likely not produced with the order or exact structure as reported.

Palladium-catalyzed carbonylation and coupling reactions of aryl chlorides and amines

The palladium-catalyzed amidation of electron-deficient aryl chlorides proceeds readily in the presence of low CO pressures and a slight excess of an iodide salt. The rates of amidation are accelerated over those without added salt, and iodide is preferred over bromide or chloride. More electron-rich aryl chlorides were not effectively amidated, either with or without added iodide. We postulate that an intermediate anionic palladium(0) iodide complex is responsible for the enhanced reactivity.