Pyromellitic diimide

Base Information

• Chemical Name: Pyromellitic diimide
• CAS No.: 2550-73-4
• Molecular Formula: C10H4 N2 O4
• Molecular Weight: 216.153
• Hs Code.: 2933990090
• European Community (EC) Number: 219-852-1
• NSC Number: 55160
• UNII: 32XA0W314G
• DSSTox Substance ID: DTXSID4062515
• Nikkaji Number: J177E
• Wikidata: Q27256197
• Mol file: 2550-73-4.mol

Synonyms:pyromellitic acid diimide;pyromellitic diimide;pyromellitic diimide dipotassium salt

Chemical Property of Pyromellitic diimide

Chemical Property:

• Melting Point: >320 °C(lit.)
• PKA: 8.51±0.20(Predicted)
• PSA: 99.86000
• Density: 1.719g/cm³
• LogP: -1.03440
• Storage Temp.: Sealed in dry,Room Temperature
• XLogP3: -0.5
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 0
• Exact Mass: 216.01710661
• Heavy Atom Count: 16
• Complexity: 355

Purity/Quality:

98%,99%, ^*data from raw suppliers

Pyromellitic Diimide >97.0%(T) ^*data from reagent suppliers

Safty Information:

• Safety Statements: 22-24/25

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=C2C(=CC3=C1C(=O)NC3=O)C(=O)NC2=O

Technology Process of Pyromellitic diimide

There total 13 articles about Pyromellitic diimide 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: 99.0%

Pyromellitic dianhydride (89-32-7,34527-94-1) → pyrrolo[3,4-f]isoindole-1,3,5,7-tetraone (2550-73-4)

Guidance literature:

With urea; In N,N-dimethyl-formamide; for 0.0666667h; microwave irradiation;

DOI:10.1081/SCC-120018768

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

upstream raw materials:

2,5-dibromoterephtalic acid

4,5-dibromophthalimide

copper(I) cyanide

Pyromellitic dianhydride

Downstream raw materials:

2-(5-{4-[bis-(4-tert-butyl-phenyl)-(4-isopropyl-phenyl)-methyl]-phenoxy}-pentyl)-6-(5-hydroxy-pentyl)-pyrrolo[3,4-f]isoindole-1,3,5,7-tetraone

bis-N-glycidylpyromellitic diimide

C₃H₇NO*C₉H₇Cl₂N₅*C₁₀H₄N₂O₄

2,6-Bis-[4-((2S,6R)-2,6-dimethyl-piperidin-1-yl)-but-2-ynyl]-pyrrolo[3,4-f]isoindole-1,3,5,7-tetraone

Refernces

• 1、 Pfeifer, Stefan,Schwarzer, Anke,Schmidt, Dana,Brendler, Erica,Veith, Michael,Kroke, Edwin. "Precursors for pyromellit-bridged silica sol-gel hybrid materials". . p. 169 - 180. Retrieved 2013.
• 2、 Marvi, Omid. "Grinding imidation of anhydrides on smectite clays as recyclable and heterogeneous catalysts under solvent-free conditions". . p. 3501 - 3504. Retrieved 2017/08/14.