N,N'-Biphthalimide

Base Information

• Chemical Name: N,N'-Biphthalimide
• CAS No.: 4388-29-8
• Molecular Formula: C16H8 N2 O4
• Molecular Weight: 292.251
• Hs Code.: 2933990090
• European Community (EC) Number: 636-958-7
• NSC Number: 66447
• UNII: SYD6ZK1D28
• DSSTox Substance ID: DTXSID50195970
• Nikkaji Number: J480.547J
• Wikidata: Q83069050
• Mol file: 4388-29-8.mol

Synonyms:phthalimidophthalimide

Chemical Property of N,N'-Biphthalimide

Chemical Property:

• Melting Point: 311-313 °C
• Boiling Point: 515°Cat760mmHg
• PKA: -3.05±0.20(Predicted)
• Flash Point: 256°C
• PSA: 74.76000
• Density: 1.634g/cm³
• LogP: 1.36960
• XLogP3: 1.8
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 0
• Exact Mass: 292.04840674
• Heavy Atom Count: 22
• Complexity: 475

Purity/Quality:

99%min ^*data from raw suppliers

N-PHTHALIMIDOPHTHALIMIDE 95.00% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: C1=CC=C2C(=C1)C(=O)N(C2=O)N3C(=O)C4=CC=CC=C4C3=O

Technology Process of N,N'-Biphthalimide

There total 9 articles about N,N'-Biphthalimide 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: 60.0%

N-aminophthalamide (1875-48-5) + 5-phenylspiro(1-pyrazoline-3,1'-cyclopropane) (252921-91-8) → 1,4-bis-phthaloyltetrazene (24965-34-2) + [2,2'-biisoindoline]-1,1',3,3'-tetraone (4388-29-8) + N-{3-phenylspiro[1-pyrazolinio-5,1'-cyclopropane]}-N-phthalimidoamide + N-{5-phenylspiro[1-pyrazolinio-3,1'-cyclopropane]}-N-phthalimidoamide

Guidance literature:

With lead(IV) acetate; potassium carbonate; In dichloromethane; at -30 - -20 ℃; for 1.5h; Further byproducts given;

DOI:10.1007/BF02495296

Reference yield: 25.0%

(Z)-1-phenyl-2-phthalimido-diazene-1-oxide (77928-18-8,78661-72-0,131164-17-5) → N-phenylphthalimide (520-03-6) + phthalimide (136918-14-4,85-41-6) + [2,2'-biisoindoline]-1,1',3,3'-tetraone (4388-29-8)

Guidance literature:

In decalin; for 22h; Heating;

DOI:10.1002/hlca.19810640325

Reference yield: 18.0%

(Z)-1-phenyl-2-phthalimido-diazene-1-oxide (77928-18-8,78661-72-0,131164-17-5) → phthalimide (136918-14-4,85-41-6) + [2,2'-biisoindoline]-1,1',3,3'-tetraone (4388-29-8) + Nitrosobenzene (586-96-9)

Guidance literature:

In acetonitrile; for 12h; Irradiation;

DOI:10.1002/hlca.19810640325

upstream raw materials:

phthalic anhydride

N-phthalimido-phthalamic acid

N-aminophthalamide

phthalic monoacid monomethyl ester chloride

Downstream raw materials:

2,3-dihydrophthalazine-1,4-dione

benzene-1,2-dicarboxylic acid

N-(p-methoxybenzylidene)aminophthalimide

(E)-2-(benzylideneamino)isoindole-1,3-dione

Refernces

• 1、 Schulz, Manfred,Kluge, Ralph,Willscher, Sabine. "Free Radical Reactions of N-Heterocyclic Compounds, VI. - Radical Reactions of Cyclic 2,2-Diacyl-1-arylhydrazyls. - A New N-N Bond Cleavage Reaction". . p. 671 - 678. Retrieved 2007/10/02.