2,2'-((Ethylenedioxy)di-p-phenylene)disuccinimide

Base Information

• Chemical Name: 2,2'-((Ethylenedioxy)di-p-phenylene)disuccinimide
• CAS No.: 87367-87-1
• Molecular Formula: C₂₂H₂₀N₂O₆
• Molecular Weight: 408.411
• DSSTox Substance ID: DTXSID301007507
• Mol file: 87367-87-1.mol

Synonyms:87367-87-1;BRN 5653181;2,2'-((Ethylenedioxy)di-p-phenylene)disuccinimide;Succinimide, 2,2'-((ethylenedioxy)di-p-phenylene)di-;DTXSID301007507;LS-147583;3,3'-((Ethane-1,2-diylbis(oxy))bis(4,1-phenylene))bis(pyrrolidine-2,5-dione);3,3'-[Ethane-1,2-diylbis(oxy-4,1-phenylene)]bis(5-hydroxy-3,4-dihydro-2H-pyrrol-2-one)

Chemical Property of 2,2'-((Ethylenedioxy)di-p-phenylene)disuccinimide

Chemical Property:

• Boiling Point: 742.6oC at 760 mmHg
• Flash Point: 402.9oC
• PSA: 117.78000
• Density: 1.346g/cm3
• LogP: 1.95640
• XLogP3: 1
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 6
• Rotatable Bond Count: 7
• Exact Mass: 408.13213636
• Heavy Atom Count: 30
• Complexity: 621

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1C(C(=O)NC1=O)C2=CC=C(C=C2)OCCOC3=CC=C(C=C3)C4CC(=O)NC4=O

Technology Process of 2,2'-((Ethylenedioxy)di-p-phenylene)disuccinimide

There total 6 articles about 2,2'-((Ethylenedioxy)di-p-phenylene)disuccinimide 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:

1,2-diphenoxyethane (104-66-5) → C22H20N2O6 (87367-87-1)

Guidance literature:

Multi-step reaction with 5 steps

1: 30 percent / phosphoryl chloride / 12 h

2: 81.5 percent / piperidine, glacial acetic acid / benzene / Heating

3: 2.) NaOH / 1.) water, ethanol, heating, 2 h, 2.) ethylene glycol, heating, 40 h

4: 1.) acetic anhydride, 2.) ammonia / 1.) heating, 6 h, 2.) ethyl acetate, 2 h

5: 1 h / 200 - 220 °C

With piperidine; sodium hydroxide; ammonia; acetic anhydride; acetic acid; trichlorophosphate; In benzene;

DOI:10.1007/BF00765771

Reference yield:

1,2-bis(4-formylphenoxy)ethane (34074-28-7) → C22H20N2O6 (87367-87-1)

Guidance literature:

Multi-step reaction with 4 steps

1: 81.5 percent / piperidine, glacial acetic acid / benzene / Heating

2: 2.) NaOH / 1.) water, ethanol, heating, 2 h, 2.) ethylene glycol, heating, 40 h

3: 1.) acetic anhydride, 2.) ammonia / 1.) heating, 6 h, 2.) ethyl acetate, 2 h

4: 1 h / 200 - 220 °C

With piperidine; sodium hydroxide; ammonia; acetic anhydride; acetic acid; In benzene;

DOI:10.1007/BF00765771

Reference yield:

4-hydroxy-benzaldehyde (123-08-0,65581-83-1) → C22H20N2O6 (87367-87-1)

Guidance literature:

Multi-step reaction with 5 steps

1: 1.) NaOEt / 1.) ethanol, reflux, 4 h, 2.) reflux, 48 h

2: 81.5 percent / piperidine, glacial acetic acid / benzene / Heating

3: 2.) NaOH / 1.) water, ethanol, heating, 2 h, 2.) ethylene glycol, heating, 40 h

4: 1.) acetic anhydride, 2.) ammonia / 1.) heating, 6 h, 2.) ethyl acetate, 2 h

5: 1 h / 200 - 220 °C

With piperidine; sodium hydroxide; ammonia; sodium ethanolate; acetic anhydride; acetic acid; In benzene;

DOI:10.1007/BF00765771

upstream raw materials:

1,2-diphenoxyethane

1,2-bis(4-formylphenoxy)ethane

4-hydroxy-benzaldehyde

2-(4-{2-[4-(1,2-Dicarboxy-ethyl)-phenoxy]-ethoxy}-phenyl)-succinic acid