N,N'-(Methylenedi-p-phenylene)diphthalimide

Base Information

• Chemical Name: N,N'-(Methylenedi-p-phenylene)diphthalimide
• CAS No.: 39673-98-8
• Molecular Formula: C29H18N2O4
• Molecular Weight: 458.473
• NSC Number: 94820
• DSSTox Substance ID: DTXSID30960289
• Nikkaji Number: J1.672.880B
• Wikidata: Q82941420
• ChEMBL ID: CHEMBL1741993
• Mol file: 39673-98-8.mol

Synonyms:39673-98-8;NSC94820;N,N'-(Methylenedi-p-phenylene)diphthalimide;NSC 94820;NSC-94820;2,2'-(methylenedi-4,1-phenylene)bis(1h-isoindole-1,3(2h)-dione);NCIStruc1_001481;NCIStruc2_001610;Oprea1_263301;Oprea1_311846;CBDivE_004068;SCHEMBL9480783;CHEMBL1741993;DTXSID30960289;NCI94820;CCG-37300;NCGC00013986;STK049922;AKOS000487511;NCGC00013986-02;NCGC00097095-01;2-(4-{[4-(1,3-dioxo-2,3-dihydro-1H-isoindol-2-yl)phenyl]methyl}phenyl)-2,3-dihydro-1H-isoindole-1,3-dione;NCI60_042112;SR-01000432960;SR-01000432960-1;2,4'-methylenebis(4,1-phenylene))diisoindoline-1,3-dione;2,2'-(methylenebis(4,1-phenylene))bis(isoindoline-1,3-dione);2,2'-[Methylenedi(4,1-phenylene)]di(1H-isoindole-1,3(2H)-dione);2,2'-(methanediyldibenzene-4,1-diyl)bis(1H-isoindole-1,3(2H)-dione);2-[4-[[4-(1,3-dioxoisoindolin-2-yl)phenyl]methyl]phenyl]isoindoline-1,3-dione;2-(4-(4-(1,3-dioxo-1,3-dihydro-2H-isoindol-2-yl)benzyl)phenyl)-1H-isoindole-1,3(2H)-dione

Chemical Property of N,N'-(Methylenedi-p-phenylene)diphthalimide

Chemical Property:

• Boiling Point: 703.1°Cat760mmHg
• Flash Point: 328.5°C
• Density: 1.417g/cm³
• XLogP3: 4.9
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 4
• Exact Mass: 458.12665706
• Heavy Atom Count: 35
• Complexity: 752

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC=C2C(=C1)C(=O)N(C2=O)C3=CC=C(C=C3)CC4=CC=C(C=C4)N5C(=O)C6=CC=CC=C6C5=O

Technology Process of N,N'-(Methylenedi-p-phenylene)diphthalimide

There total 2 articles about N,N'-(Methylenedi-p-phenylene)diphthalimide 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:

4,4'-diamino diphenyl methane (101-77-9) + cis-1,2,3,6-tetrahydrophthalic anhydride (935-79-5) → (3aR,7aS)-2-[4-(4-Amino-benzyl)-phenyl]-3a,4,7,7a-tetrahydro-isoindole-1,3-dione + C29H26N2O4 (671240-82-7) + polymer, product of cross-linking polymerization; monomer(s): cis-1,2,3,6-tetrahydrophthalic anhydride, 2 molar parts; 4,4-methylenedianiline, 1 molar part + N,N'-(4,4'-methylidenediphenylene)-bis-(2-phenyl-isoindole-1,3-dione) (39673-98-8)

Guidance literature:

With air; at 204 - 315 ℃; for 1.5h; Further Variations:; Temperatures; Product distribution;

DOI:10.1021/ma0353078

Reference yield:

4,4'-diamino diphenyl methane (101-77-9) + 3-methoxy-cis-1,2,3,6-tetrahydrophthalic anhydride (33072-73-0) → (3aS,4R,7aS)-2-[4-(4-Amino-benzyl)-phenyl]-4-methoxy-3a,4,7,7a-tetrahydro-isoindole-1,3-dione + C31H30N2O6 + N,N'-(4,4'-methylidenediphenylene)-bis-(2-phenyl-isoindole-1,3-dione) (39673-98-8)

Guidance literature:

With air; at 204 ℃; for 1h; Further Variations:; Temperatures; Product distribution;

DOI:10.1021/ma0353078

Reference yield:

N,N'-(4,4'-methylidenediphenylene)-bis-(2-phenyl-isoindole-1,3-dione) (39673-98-8) → 3,3'-dinitro-4,4'-diaminodiphenylmethane (17474-44-1)

Guidance literature:

Multi-step reaction with 2 steps

1: nitric acid / -5 - 0 °C

2: KOH-solution

With potassium hydroxide; nitric acid;

upstream raw materials:

4,4'-diamino diphenyl methane

cis-1,2,3,6-tetrahydrophthalic anhydride

3-methoxy-cis-1,2,3,6-tetrahydrophthalic anhydride

Downstream raw materials:

2-(4-nitrophenyl)isoindoline-1,3-dione

bis-(3-nitro-4-phthalimido-phenyl)-methane

3,3',4,4'-tetraaminodiphenylmethane

3,3'-dinitro-4,4'-diaminodiphenylmethane