1H-Isoindole-5,6-dicarbonitrile, 2,3-dihydro-1,3-dioxo-

Base Information

• Chemical Name: 1H-Isoindole-5,6-dicarbonitrile, 2,3-dihydro-1,3-dioxo-
• CAS No.: 65975-34-0
• Molecular Formula: C10H3N3O2
• Molecular Weight: 197.153
• DSSTox Substance ID: DTXSID60437171
• Nikkaji Number: J532.578A
• Wikidata: Q82252576

Synonyms:65975-34-0;1,3-Dioxoisoindoline-5,6-dicarbonitrile;1H-Isoindole-5,6-dicarbonitrile, 2,3-dihydro-1,3-dioxo-;4,5-dicyano-phthalimide;SCHEMBL7943820;DTXSID60437171

Chemical Property of 1H-Isoindole-5,6-dicarbonitrile, 2,3-dihydro-1,3-dioxo-

Chemical Property:

• XLogP3: 0.2
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 0
• Exact Mass: 197.022526347
• Heavy Atom Count: 15
• Complexity: 384

Purity/Quality:

98% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=C(C(=CC2=C1C(=O)NC2=O)C#N)C#N

Technology Process of 1H-Isoindole-5,6-dicarbonitrile, 2,3-dihydro-1,3-dioxo-

There total 2 articles about 1H-Isoindole-5,6-dicarbonitrile, 2,3-dihydro-1,3-dioxo- which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 35.0%

4,5-dibromophthalimide (247045-28-9) + copper(I) cyanide (544-92-3) → 4,5-dicyanophthalimide (65975-34-0) + pyrrolo[3,4-f]isoindole-1,3,5,7-tetraone (2550-73-4)

Guidance literature:

Reference yield: 20.0%

1,2,4,5-Benzenetetracarboxylic acid tetraamide (6183-35-3) → 4,5-dicyanophthalimide (65975-34-0) + pyrrolo[3,4-f]isoindole-1,3,5,7-tetraone (2550-73-4)

Guidance literature:

With thionyl chloride; In N,N-dimethyl-formamide; at 60 - 70 ℃; for 7h;

DOI:10.1021/jo00059a023

Reference yield: 70.0%

4,5-dicyanophthalimide (65975-34-0) + Diphenylmethane (101-81-5) → 5-cyano-6-(diphenylmethyl)isoindoline-1,3-dione + 5,6-dicyano-3-hydroxy-3-(diphenylmethyl)isoindol-3-one + 5-cyano-3,6-bis(diphenylmethyl)-3-hydroxyisoindol-1-one + 6-cyano-3,5-bis(diphenylmethyl)-3-hydroxyisoindol-1-one

Guidance literature:

In acetonitrile; for 1h; Further byproducts given; Irradiation;

DOI:10.1021/jo00059a023

upstream raw materials:

4,5-dibromophthalimide

copper(I) cyanide

1,2,4,5-Benzenetetracarboxylic acid tetraamide

Downstream raw materials:

Diphenylmethane

1,1,2,2-tetraphenylethane

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