N,N'-1,4-Phenylenedimaleimide

Base Information

• Chemical Name: N,N'-1,4-Phenylenedimaleimide
• CAS No.: 3278-31-7
• Molecular Formula: C14H8N2O4
• Molecular Weight: 268.229
• Hs Code.: 29251995
• European Community (EC) Number: 221-910-6
• NSC Number: 81257
• UNII: BEC7P1E6J1
• DSSTox Substance ID: DTXSID70186446
• Nikkaji Number: J208.873H
• Wikidata: Q27274616
• ChEMBL ID: CHEMBL576594
• Mol file: 3278-31-7.mol

Synonyms:(MalN)2Ph;N,N'-1,4-phenylenedimaleimide;N,N'-4-phenylenedimaleimide;N,N'-p-phenylenedimaleimide;p-N,N'-phenylenebismaleimide;para-phenylene-N,N'-bis(maleimide)

Chemical Property of N,N'-1,4-Phenylenedimaleimide

Chemical Property:

• Appearance/Colour: Off-White Solid
• Melting Point: >300 °C
• Refractive Index: 1.5910 (estimate)
• Boiling Point: 499.3 °C at 760 mmHg
• PKA: -1.81±0.20(Predicted)
• Flash Point: 250.7 °C
• PSA: 74.76000
• Density: 1.567 g/cm³
• LogP: 0.67540
• Storage Temp.: Poison room
• Solubility.: DMSO, Methanol (Very Slightly)
• XLogP3: 0.2
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 2
• Exact Mass: 268.04840674
• Heavy Atom Count: 20
• Complexity: 470

Purity/Quality:

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

1,4-Phenylene-bis-maleimide ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xn,Xi
• Hazard Codes: Xn,Xi
• Statements: 22
• Safety Statements: 45-38-36/37/39-28A

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: C1=CC(=CC=C1N2C(=O)C=CC2=O)N3C(=O)C=CC3=O
• Uses: A short, sulfhydryl reactive hmombifunctional crosslinking reagent for protein crosslinking.

Technology Process of N,N'-1,4-Phenylenedimaleimide

There total 2 articles about N,N'-1,4-Phenylenedimaleimide 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:

maleic anhydride (108-31-6) + 1,4-phenylenediamine (106-50-3) → N,N'-(1,4-phenylene)dimaleimide (3278-31-7)

Guidance literature:

With chloroform; Erwaermen des Reaktionsprodukts mit Acetanhydrid und Natriumacetat;

DOI:10.1021/ja01514a043

Reference yield:

→ N,N'-(1,4-phenylene)dimaleimide (3278-31-7)

Guidance literature:

Reference yield: 100.0%

N,N'-(1,4-phenylene)dimaleimide (3278-31-7) + 4-Acetoxybenzoylchloridphenylhydrazon (50656-02-5) → (3aR,6aR,3a'S,6a'S)-4,4'-[(4,1-phenylene)bis(3a,4,6,6a-tetrahydro-4,6-dioxo-1-phenylpyrrolo[3,4-c]pyrazole-5,3(1H)-diyl)]bis[phenyl acetate]

Guidance literature:

With triethylamine; In acetonitrile; at 20 ℃;

DOI:10.1007/s00706-010-0351-z

upstream raw materials:

maleic anhydride

1,4-phenylenediamine

Downstream raw materials:

1,4-bis<3-(3,5-di-t-butyl-4-hydroxyphenylthio)-2,5-dioxopyrrolidin-1-yl>benzene

(1R,2S,6R,7S)-1,7,8,9,10,10-Hexabromo-4-[4-(2,5-dioxo-2,5-dihydro-pyrrol-1-yl)-phenyl]-4-aza-tricyclo[5.2.1.0^2,6]dec-8-ene-3,5-dione

(1S,2S,6R,7R)-1,7,8,9-Tetrabromo-4-[4-(2,5-dioxo-2,5-dihydro-pyrrol-1-yl)-phenyl]-10,10-dimethoxy-4-aza-tricyclo[5.2.1.0^2,6]dec-8-ene-3,5-dione

C₇₂H₆₄N₂O₈

Refernces

• 1、 -. "Functional monomaleimide and thermosetting composition therefrom". . . Retrieved 2008/06/13.