91036-69-0

Usage

Derivative

Derived from isoindole-4,9-dione

Functional Groups

Contains two 4-nitrophenyl groups

Potential Applications

Organic synthesis
Medicinal chemistry

Unique Properties

Specific structural arrangement due to the presence of benzene and isoindole rings
Nitro groups potentially imparting reactivity and electronic properties

Research Needs

Further investigation required to fully comprehend its applications and effects

Upstream product

• 1984-23-2 p-nitrophenyl isocyanide 
• 130-15-4 [1,4]naphthoquinone 

Relevant academic research and scientific papers

Reactions with Isocyanides. - Synthesis of Dark-blue Dyes from 1,4-Quinones and Aryl Isocyanides

1,4-Benzoquinone reacts with aryl isocyanides 2a - d in boiling toluene or xylene forming dark-blue 1:2 and 1:4 adducts, the 4,7-isoindolediones 3a - d and the 1,5- and 1,7-bis(arylamino)benzodipyrrolediones 4a - c and 5a - c, respectively, which can be separated by chromatography.The structure of the 4-methylphenyl isocyanide adducts 3b, 4b, and 5b is established by NMR spectroscopy.The 1:2 adduct 3b reacts with two moles of 4-methylphenyl isocyanide (2b) affording the isomeric 1:4 adducts 4b and 5b.However, in a similar reaction with 4-chloro-phenyl isocyanide (2c) surprisingly only the 1,5-bis(arylamino) derivative 8 is isolated. 1,4-Naphthoquinone (10) reacts with 4-methylphenyl (2b) or 4-nitrophenyl isocyanide (2d) to yield the 4,9-benzoisoindoles 11b and d, respectively.